Keith A. Woerpel, Ph.D. - Publications

Affiliations: 
1994-2010 Chemistry University of California, Irvine, Irvine, CA 
 2010- Chemistry New York University, New York, NY, United States 
Area:
Organic Chemistry
Website:
http://chemistry.fas.nyu.edu/object/keithwoerpel.html

143 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any inaccuracies, please sign in and mark papers as correct or incorrect matches. If you identify any major omissions or other inaccuracies in the publication list, please let us know.

Year Citation  Score
2023 Chun Y, Remmerswaal WA, Codée JDC, Woerpel KA. Neighboring-group Participation by C-2 Acyloxy Groups:  Influence of the Nucleophile and Acyl Group on the Stereochemical Outcome of Acetal Substitution Reactions. Chemistry (Weinheim An Der Bergstrasse, Germany). e202301894. PMID 37410662 DOI: 10.1002/chem.202301894  0.388
2022 Demkiw KM, Remmerswaal WA, Hansen T, van der Marel GA, Codée JDC, Woerpel K. Halogen Atom Participation in Guiding the Stereochemical Outcomes of Acetal Substitution Reactions. Angewandte Chemie (International Ed. in English). PMID 35980341 DOI: 10.1002/anie.202209401  0.398
2020 Greene MA, Liu Y, Sanzone JR, Woerpel KA. Carboalumination of Seven-Membered-Ring -Alkenes. Organic Letters. 22: 7518-7521. PMID 32942861 DOI: 10.1021/Acs.Orglett.0C02711  0.502
2020 Anderson TE, Woerpel KA. Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using -Hydroxyphthalimide and Molecular Oxygen in the Dark. Organic Letters. PMID 32643945 DOI: 10.1021/Acs.Orglett.0C02075  0.331
2020 Bartolo ND, Woerpel KA. Evidence against Single-Electron Transfer in the Additions of Most Organomagnesium Reagents to Carbonyl Compounds. Journal of Organic Chemistry. 85: 7848-7862. PMID 32407636 DOI: 10.1021/Acs.Joc.0C00481  0.356
2020 Ramdular A, Woerpel KA. Using Neighboring-Group Participation for Acyclic Stereocontrol in Diastereoselective Substitution Reactions of Acetals Organic Letters. 22: 4113-4117. PMID 32392075 DOI: 10.1021/Acs.Orglett.0C01166  0.508
2020 Bartolo ND, Read JA, Valentín EM, Woerpel KA. Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models. Chemical Reviews. 120: 1513-1619. PMID 31904936 DOI: 10.1021/Acs.Chemrev.9B00414  0.403
2019 Zuckerman DS, Woerpel KA. Diastereoselective peroxidation of derivatives of Baylis–Hillman adducts Tetrahedron. 75: 4118-4129. PMID 32831414 DOI: 10.1016/J.Tet.2019.05.008  0.442
2019 Oswald JP, Woerpel KA. Cobalt-Catalyzed Intramolecular Silylperoxidation of Unsaturated Diisopropylsilyl Ethers Journal of Organic Chemistry. 84: 7564-7574. PMID 31046281 DOI: 10.1021/Acs.Joc.9B00642  0.549
2019 Bartolo ND, Hornstein AL, Zhao AY, Woerpel K. Diastereoselectivities in Reductions of α-Alkoxy Ketones Are Not Always Correlated to Chelation-Induced Rate Acceleration Synthesis. 51: 296-302. DOI: 10.1055/S-0037-1610381  0.455
2018 Bartolo ND, Woerpel KA. Mechanistic Insight into Additions of Allylic Grignard Reagents to Carbonyl Compounds Journal of Organic Chemistry. 83: 10197-10206. PMID 30081634 DOI: 10.1021/Acs.Joc.8B01430  0.457
2018 Oswald JP, Woerpel KA. Cobalt-Catalyzed Oxygenation/Dearomatization of Furans. Journal of Organic Chemistry. 83: 9067-9075. PMID 29768918 DOI: 10.1021/Acs.Joc.8B01183  0.353
2017 Read JA, Yang Y, Woerpel KA. Additions of Organomagnesium Halides to α-Alkoxy Ketones: Revision of the Chelation-Control Model. Organic Letters. PMID 28617613 DOI: 10.1021/Acs.Orglett.7B01161  0.403
2017 Sanzone JR, Hu CT, Woerpel KA. Uncatalyzed Carboboration of Seven-Membered-Ring trans-Alkenes: Formation of Air-Stable Trialkylboranes. Journal of the American Chemical Society. PMID 28565903 DOI: 10.1021/Jacs.7B03986  0.508
2017 Rotsides CZ, Woerpel KA. Diastereoselective silylene transfer reactions to chiral enantiopure alkenes: effects of ligand size and substrate bias. Dalton Transactions (Cambridge, England : 2003). 46: 8763-8768. PMID 28224150 DOI: 10.1039/C6Dt04612F  0.475
2017 Read JA, Woerpel KA. Allylmagnesium Halides Do Not React Chemoselectively Because Reaction Rates Approach the Diffusion Limit Journal of Organic Chemistry. 82: 2300-2305. PMID 28114754 DOI: 10.1021/Acs.Joc.7B00053  0.387
2017 Sanzone JR, Woerpel KA. Reactivity of Seven-Membered-Ring trans-Alkenes with Electrophiles Synlett. 28: 2478-2482. DOI: 10.1055/S-0036-1588451  0.379
2017 Bartolo ND, Read JA, Valentín EM, Woerpel K. Reactions of Allylmagnesium Halides with Carbonyl Compounds: Reactivity, Structure, and Mechanism Synthesis. 49: 3237-3246. DOI: 10.1055/S-0036-1588427  0.462
2016 Beaver MG, Buscagan TM, Lavinda O, Woerpel KA. Stereoelectronic Model To Explain Highly Stereoselective Reactions of Seven-Membered-Ring Oxocarbenium-Ion Intermediates. Angewandte Chemie (International Ed. in English). 55: 1816-9. PMID 26791884 DOI: 10.1002/Anie.201507806  0.77
2016 Rotsides CZ, Woerpel K. Insertion Reactions of Silacyclopropanes: Evidence for a Radical-Based Mechanism Organometallics. 35: 3132-3138. DOI: 10.1021/Acs.Organomet.6B00469  0.504
2016 Santucci J, Sanzone JR, Woerpel KA. [4+2] Cycloadditions of Seven‐Membered‐Ring trans‐Alkenes: Decreasing Reactivity with Increasing Substitution of the Seven‐Membered Ring European Journal of Organic Chemistry. 2016: 2933-2943. DOI: 10.1002/Ejoc.201600329  0.534
2016 Miner MR, Woerpel KA. CuI-Catalyzed Synthesis of Propargyl Hydroperoxides Using Molecular Oxygen and Hydroxylamines European Journal of Organic Chemistry. 2016: 1860-1866. DOI: 10.1002/Ejoc.201600038  0.33
2015 Sanzone JR, Woerpel KA. High Reactivity of Strained Seven-Membered-Ring trans-Alkenes. Angewandte Chemie (International Ed. in English). PMID 26611657 DOI: 10.1002/Anie.201510056  0.452
2015 Garcia A, Sanzone JR, Woerpel KA. Participation of Alkoxy Groups in Reactions of Acetals: Violation of the Reactivity/Selectivity Principle in a Curtin-Hammett Kinetic Scenario. Angewandte Chemie (International Ed. in English). 54: 12087-90. PMID 26290402 DOI: 10.1002/Anie.201503525  0.469
2015 Otte DA, Woerpel KA. Evidence that Additions of Grignard Reagents to Aliphatic Aldehydes Do Not Involve Single-Electron-Transfer Processes. Organic Letters. 17: 3906-9. PMID 26214553 DOI: 10.1021/Acs.Orglett.5B01893  0.41
2015 Hilf JA, Witthoft LW, Woerpel KA. An SN1-type Reaction To Form the 1,2-Dioxepane Ring: Synthesis of 10,12-Peroxycalamenene. The Journal of Organic Chemistry. 80: 8262-7. PMID 26158427 DOI: 10.1021/Acs.Joc.5B01326  0.828
2015 Andia AA, Miner MR, Woerpel KA. Copper(I)-Catalyzed Oxidation of Alkenes Using Molecular Oxygen and Hydroxylamines: Synthesis and Reactivity of α-Oxygenated Ketones. Organic Letters. 17: 2704-7. PMID 25954981 DOI: 10.1021/Acs.Orglett.5B01120  0.376
2015 Garcia A, Otte DA, Salamant WA, Sanzone JR, Woerpel KA. Influence of alkoxy groups on rates of acetal hydrolysis and tosylate solvolysis: electrostatic stabilization of developing oxocarbenium ion intermediates and neighboring-group participation to form oxonium ions. The Journal of Organic Chemistry. 80: 4470-80. PMID 25806832 DOI: 10.1021/Acs.Joc.5B00338  0.812
2015 Hurlocker B, Hu C, Woerpel KA. Structure and reactivity of an isolable seven-membered-ring trans-alkene. Angewandte Chemie (International Ed. in English). 54: 4295-8. PMID 25656271 DOI: 10.1002/Anie.201410752  0.398
2015 Garcia A, Otte DA, Salamant WA, Sanzone JR, Woerpel KA. Acceleration of acetal hydrolysis by remote alkoxy groups: evidence for electrostatic effects on the formation of oxocarbenium ions. Angewandte Chemie (International Ed. in English). 54: 3061-4. PMID 25614209 DOI: 10.1002/Anie.201410043  0.804
2015 Chung A, Miner MR, Richert KJ, Rieder CJ, Woerpel KA. Formation of an Endoperoxide upon Chromium-Catalyzed Allylic Oxidation of a Triterpene by Oxygen. The Journal of Organic Chemistry. 80: 266-73. PMID 25393044 DOI: 10.1021/Jo502344X  0.354
2014 Lavinda O, Tran VT, Woerpel KA. Effect of conformational rigidity on the stereoselectivity of nucleophilic additions to five-membered ring bicyclic oxocarbenium ion intermediates. Organic & Biomolecular Chemistry. 12: 7083-91. PMID 25087588 DOI: 10.1039/C4Ob01251H  0.481
2014 Hurlocker B, Miner MR, Woerpel KA. Synthesis of silyl monoperoxyketals by regioselective cobalt-catalyzed peroxidation of silyl enol ethers: application to the synthesis of 1,2-dioxolanes. Organic Letters. 16: 4280-3. PMID 25084342 DOI: 10.1021/Ol5020015  0.498
2014 Kendale JC, Valentín EM, Woerpel KA. Solvent effects in the nucleophilic substitutions of tetrahydropyran acetals promoted by trimethylsilyl trifluoromethanesulfonate: trichloroethylene as solvent for stereoselective C- and O-glycosylations. Organic Letters. 16: 3684-7. PMID 24991982 DOI: 10.1021/Ol501471C  0.44
2014 Kandur WV, Richert KJ, Rieder CJ, Thomas AM, Hu C, Ziller JW, Woerpel KA. Synthesis and reactivity of 1,2-dioxolanes from β,γ-epoxy ketones. Organic Letters. 16: 2650-3. PMID 24779430 DOI: 10.1021/Ol500835F  0.664
2013 Rotsides CZ, Hu C, Woerpel KA. Diastereoselective synthesis of eight-membered-ring allenes from propargylic epoxides and aldehydes by silylene insertion into carbon-oxygen bonds. Angewandte Chemie (International Ed. in English). 52: 13033-6. PMID 24123797 DOI: 10.1002/Anie.201306093  0.41
2013 Tran VT, Woerpel KA. Nucleophilic addition to silyl-protected five-membered ring oxocarbenium ions governed by stereoelectronic effects. The Journal of Organic Chemistry. 78: 6609-21. PMID 23738497 DOI: 10.1021/Jo400945J  0.458
2012 Greene MA, Prévost M, Tolopilo J, Woerpel KA. Diastereoselective synthesis of seven-membered-ring trans-alkenes from dienes and aldehydes by silylene transfer. Journal of the American Chemical Society. 134: 12482-4. PMID 22780578 DOI: 10.1021/Ja305713V  0.494
2012 Ventocilla CC, Woerpel KA. Synthesis of silyloxy dienes by silylene transfer to divinyl ketones: application to the asymmetric synthesis of substituted cyclohexanes. The Journal of Organic Chemistry. 77: 3277-83. PMID 22372733 DOI: 10.1021/Jo202650K  0.533
2011 Dibble DJ, Ziller JW, Woerpel KA. Spectroscopic and X-ray crystallographic evidence for electrostatic effects in 4-substituted cyclohexanone-derived hydrazones, imines, and corresponding salts. The Journal of Organic Chemistry. 76: 7706-19. PMID 21806053 DOI: 10.1021/Jo200950S  0.785
2011 Ventocilla CC, Woerpel KA. Silylene-mediated polarity reversal of dienoates: additions of dienoates to aldehydes at the δ-position to form trans-dioxasilacyclononenes. Journal of the American Chemical Society. 133: 406-8. PMID 21166421 DOI: 10.1021/Ja109631Z  0.498
2010 Ager BJ, Bourque LE, Buchner KM, Woerpel KA. Silylene transfer to allylic sulfides: formation of substituted silacyclobutanes. The Journal of Organic Chemistry. 75: 5729-32. PMID 20704444 DOI: 10.1021/Jo1008228  0.827
2010 Prévost M, Ziller JW, Woerpel KA. Strained organosilacyclic compounds: synthesis of anti-Bredt olefins and trans-dioxasilacyclooctenes. Dalton Transactions (Cambridge, England : 2003). 39: 9275-81. PMID 20614083 DOI: 10.1039/C003227A  0.398
2010 Harris JR, Haynes MT, Thomas AM, Woerpel KA. Phosphine-catalyzed reductions of alkyl silyl peroxides by titanium hydride reducing agents: development of the method and mechanistic investigations. The Journal of Organic Chemistry. 75: 5083-91. PMID 20604518 DOI: 10.1021/Jo1008367  0.697
2010 Buchner KM, Woerpel KA. Palladium- and Nickel-Catalyzed Carbon-Carbon Bond Insertion Reactions with Alkylidenesilacyclopropanes. Organometallics. 29: 1661-1669. PMID 20419110 DOI: 10.1021/Om901042J  0.386
2010 Beaver MG, Woerpel KA. Erosion of stereochemical control with increasing nucleophilicity: O-glycosylation at the diffusion limit. The Journal of Organic Chemistry. 75: 1107-18. PMID 20108907 DOI: 10.1021/Jo902222A  0.758
2010 Woerpel K, Ager B, Bourque L, Buchner K. Synthesis of Silacyclobutanes Synfacts. 2010: 1149-1149. DOI: 10.1055/S-0030-1258655  0.796
2009 Bourque LE, Haile PA, Loy JM, Woerpel KA. Silylene oxonium ylides: di-tert-butylsilylene insertion into C-O bonds. Tetrahedron. 65: 5608-5613. PMID 20631913 DOI: 10.1016/J.Tet.2009.04.016  0.785
2009 Howard BE, Woerpel KA. Silylene transfer to alpha-keto esters and application to the synthesis of gamma-lactones. Tetrahedron. 65: 6447-6453. PMID 20625460 DOI: 10.1016/J.Tet.2009.05.066  0.7
2009 Krumper JR, Salamant WA, Woerpel KA. Correlations between nucleophilicities and selectivities in the substitutions of tetrahydropyran acetals. The Journal of Organic Chemistry. 74: 8039-50. PMID 19813702 DOI: 10.1021/Jo901639B  0.814
2009 Prévost M, Woerpel KA. Insertions of silylenes into vinyl epoxides: diastereoselective synthesis of functionalized, optically active trans-dioxasilacyclooctenes. Journal of the American Chemical Society. 131: 14182-3. PMID 19769355 DOI: 10.1021/Ja906204A  0.442
2009 Bourque LE, Haile PA, Woerpel KA. Silylene-mediated ring contraction of homoallylic ethers to form allylic silanes. The Journal of Organic Chemistry. 74: 7180-2. PMID 19681592 DOI: 10.1021/Jo901111J  0.819
2009 Leonard NM, Woerpel KA. Formation of medium-sized nitrogen heterocycles from gamma-silyloxy-gamma-lactams. The Journal of Organic Chemistry. 74: 6915-23. PMID 19678646 DOI: 10.1021/Jo900869K  0.806
2009 Harris JR, Waetzig SR, Woerpel KA. Palladium(II)-catalyzed cyclization of unsaturated hydroperoxides for the synthesis of 1,2-dioxanes. Organic Letters. 11: 3290-3. PMID 19555089 DOI: 10.1021/Ol901046Z  0.621
2009 Buchner KM, Clark TB, Loy JM, Nguyen TX, Woerpel KA. Alkylidenesilacyclopropanes derived from allenes: applications to the selective synthesis of triols and homoallylic alcohols. Organic Letters. 11: 2173-5. PMID 19382782 DOI: 10.1021/Ol900456V  0.797
2009 Ramirez AP, Thomas AM, Woerpel KA. Preparation of bicyclic 1,2,4-trioxanes from gamma,delta-unsaturated ketones. Organic Letters. 11: 507-10. PMID 19132925 DOI: 10.1021/Ol8022853  0.793
2009 Yang MT, Woerpel KA. The effect of electrostatic interactions on conformational equilibria of multiply substituted tetrahydropyran oxocarbenium ions. The Journal of Organic Chemistry. 74: 545-53. PMID 19072093 DOI: 10.1021/Jo8017846  0.673
2009 Anderson LL, Woerpel KA. Formation and utility of azasilacyclopentadienes derived from silacyclopropenes and nitriles. Organic Letters. 11: 425-8. PMID 19072064 DOI: 10.1021/Ol802412B  0.64
2008 Martyn DC, Ramirez AP, Beattie MJ, Cortese JF, Patel V, Rush MA, Woerpel KA, Clardy J. Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum. Bioorganic & Medicinal Chemistry Letters. 18: 6521-4. PMID 18993067 DOI: 10.1016/J.Bmcl.2008.10.083  0.791
2008 Bourque LE, Woerpel KA. Intermolecular silacarbonyl ylide cycloadditions: a direct pathway to oxasilacyclopentenes. Organic Letters. 10: 5257-60. PMID 18922005 DOI: 10.1021/Ol8018538  0.829
2008 Krumper JR, Salamant WA, Woerpel KA. Continuum of mechanisms for nucleophilic substitutions of cyclic acetals. Organic Letters. 10: 4907-10. PMID 18844363 DOI: 10.1021/Ol8019956  0.807
2008 Nevárez Z, Woerpel KA. Dearomatization reactions of aryl-substituted silaaziridines. The Journal of Organic Chemistry. 73: 8113-5. PMID 18763839 DOI: 10.1021/Jo801502X  0.825
2008 Beaver MG, Billings SB, Woerpel KA. C-glycosylation reactions of sulfur-substituted glycosyl donors: evidence against the role of neighboring-group participation. Journal of the American Chemical Society. 130: 2082-6. PMID 18215038 DOI: 10.1021/Ja0767783  0.842
2008 Beaver MG, Billings SB, Woerpel KA. Nucleophilic substitution reactions of 2-phenylthio-substituted carbohydrate acetals and related systems: Episulfonium ions vs. oxocarbenium ions as reactive intermediates European Journal of Organic Chemistry. 771-781. DOI: 10.1002/Ejoc.200700911  0.839
2008 Evans DA, Woerpel KA, Nosse B, Schall A, Shinde Y, Jezek E, Haque MM, Chhor RB, Reiser O. Errata: Synthesis of (–)-(S,S)- Bis(4-Isopropyloxazoline) Organic Syntheses. 307-307. DOI: 10.1002/0471264229.Os085.31  0.634
2008 Evans DA, Woerpel KA, Nosse B, Schall A, Shinde Y, Jezek E, Haque MM, Chhor RB, Reiser O. Synthesis of (-)-(S,S)- bis(4-isopropyloxazoline) (Organic Syntheses) Organic Syntheses. 85: 307.  0.481
2008 Evans DA, Woerpel KA, Nosse B, Schall A, Shinde Y, Jezek E, Haque MM, Chhor RB, Reiser O. Synthesis of (-)-(S,S)- bis(4-isopropyloxazoline) (Organic Syntheses) Organic Syntheses. 85: 307.  0.481
2007 Howard BE, Woerpel KA. Synthesis of tertiary alpha-hydroxy acids by silylene transfer to alpha-keto esters. Organic Letters. 9: 4651-3. PMID 17910469 DOI: 10.1021/Ol702148X  0.701
2007 Bourque LE, Cleary PA, Woerpel KA. Metal-catalyzed silylene insertions of allylic ethers: stereoselective formation of chiral allylic silanes. Journal of the American Chemical Society. 129: 12602-3. PMID 17900189 DOI: 10.1021/Ja073758S  0.829
2007 Nevárez Z, Woerpel KA. Metal-catalyzed silylene transfer to imines: synthesis and reactivity of silaaziridines. Organic Letters. 9: 3773-6. PMID 17713917 DOI: 10.1021/Ol701424A  0.815
2007 Kim AI, Kimmel KL, Romero A, Smitrovich JH, Woerpel KA. Mechanistic studies of the allylic rearrangements of alpha-silyloxy allylic silanes to silyloxy vinylic silanes. The Journal of Organic Chemistry. 72: 6595-8. PMID 17645354 DOI: 10.1021/Jo070634P  0.592
2007 Driver TG, Harris JR, Woerpel KA. Kinetic resolution of hydroperoxides with enantiopure phosphines: preparation of enantioenriched tertiary hydroperoxides. Journal of the American Chemical Society. 129: 3836-7. PMID 17358067 DOI: 10.1021/Ja070482F  0.737
2007 Calad SA, Woerpel KA. Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: enantioselective synthesis of (+)-5-epi-acetomycin. Organic Letters. 9: 1037-40. PMID 17305349 DOI: 10.1021/Ol063072P  0.827
2007 Calad SA, Cirakovi? J, Woerpel KA. Synthesis of (+/-)-epi-stegobinone utilizing silacyclopropanes as synthetic intermediates. The Journal of Organic Chemistry. 72: 1027-30. PMID 17253829 DOI: 10.1021/Jo0620011  0.816
2006 Baghdasarian G, Woerpel KA. Electrostatic effects on the reactions of cyclohexanone oxocarbenium ions. The Journal of Organic Chemistry. 71: 6851-8. PMID 16930037 DOI: 10.1021/Jo060968Z  0.832
2006 Clark TB, Woerpel KA. Formation and reactivity of silacyclopropenes derived from siloxyalkynes: stereoselective formation of 1,2,4-triols. Organic Letters. 8: 4109-12. PMID 16928086 DOI: 10.1021/Ol061652G  0.632
2006 Billings SB, Woerpel KA. Nucleophilic substitution reactions of sulfur-substituted cyclohexanone acetals: an analysis of the factors controlling stereoselectivity. The Journal of Organic Chemistry. 71: 5171-8. PMID 16808503 DOI: 10.1021/Jo060077R  0.827
2006 Shenoy SR, Smith DM, Woerpel KA. Nucleophilic additions of trimethylsilyl cyanide to cyclic oxocarbenium ions: evidence for the loss of stereoselectivity at the limits of diffusion control. Journal of the American Chemical Society. 128: 8671-7. PMID 16802834 DOI: 10.1021/Ja061110U  0.774
2006 Romero A, Woerpel KA. Stereoselective synthesis of highly substituted gamma-lactams by the [3+2] annulation of alpha-siloxy allylic silanes with chlorosulfonyl isocyanate. Organic Letters. 8: 2127-30. PMID 16671798 DOI: 10.1021/Ol060596G  0.615
2006 Smith DM, Woerpel KA. Electrostatic interactions in cations and their importance in biology and chemistry. Organic & Biomolecular Chemistry. 4: 1195-201. PMID 16557303 DOI: 10.1039/B600056H  0.581
2006 Lucero CG, Woerpel KA. Stereoselective C-glycosylation reactions of pyranoses: the conformational preference and reactions of the mannosyl cation. The Journal of Organic Chemistry. 71: 2641-7. PMID 16555815 DOI: 10.1021/Jo0522963  0.81
2006 Evans DA, Woerpel KA, Nosse B, Schall A, Shinde Y, Jezek E, Haque MM, Chhor RB, Reiser O, Wipf P, Jayasuriya N. Synthesis of (–)-(S,S)- bis(4-isopropyloxazoline) (4S, 4S')-2,2'-(Propane-2,2-diyl)bis(4-isopropyl-4,5-dihydrooxazole) Organic Syntheses. 83: 97-102. DOI: 10.15227/Orgsyn.083.0097  0.619
2006 Romero A, Woerpel KA. Stereoselective Synthesis of Highly Substituted γ-Lactams Synfacts. 2006: 703-703. DOI: 10.1055/S-2006-941853  0.455
2006 Evans D, Woerpel KA, Nosse B, Schall A, Shinde Y, Jezek E, Haque MM, Chhor RB, Reiser O. Synthesis of (−)-(S,S)- Bis(4-isopropyloxazoline) Organic Syntheses. 97-102. DOI: 10.1002/0471264229.Os083.14  0.527
2005 Cleary PA, Woerpel KA. Metal-catalyzed rearrangement of homoallylic ethers to silylmethyl allylic silanes in the presence of a Di-tert-butylsilylene source. Organic Letters. 7: 5531-3. PMID 16288549 DOI: 10.1021/Ol052456X  0.496
2005 Ramirez A, Woerpel KA. Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes. Organic Letters. 7: 4617-20. PMID 16209493 DOI: 10.1021/Ol051703U  0.839
2005 Larsen CH, Ridgway BH, Shaw JT, Smith DM, Woerpel KA. Stereoselective C-glycosylation reactions of ribose derivatives: electronic effects of five-membered ring oxocarbenium ions. Journal of the American Chemical Society. 127: 10879-84. PMID 16076193 DOI: 10.1021/Ja0524043  0.803
2005 Chamberland S, Ziller JW, Woerpel KA. Structural evidence that alkoxy substituents adopt electronically preferred pseudoaxial orientations in six-membered ring dioxocarbenium ions. Journal of the American Chemical Society. 127: 5322-3. PMID 15826161 DOI: 10.1021/Ja050830I  0.709
2005 Shenoy SR, Woerpel KA. Investigations into the role of ion pairing in reactions of heteroatom-substituted cyclic oxocarbenium ions. Organic Letters. 7: 1157-60. PMID 15760163 DOI: 10.1021/Ol0500620  0.702
2005 Calad SA, Woerpel KA. Silylene transfer to carbonyl compounds and subsequent Ireland-Claisen rearrangements to control formation of quaternary carbon stereocenters. Journal of the American Chemical Society. 127: 2046-7. PMID 15713073 DOI: 10.1021/Ja042893R  0.824
2005 Clark TB, Woerpel KA. Silver-catalyzed silacyclopropenation of 1-heteroatom-substituted alkynes and subsequent rearrangement reactions Organometallics. 24: 6212-6219. DOI: 10.1021/Om050501Z  0.633
2004 Chamberland S, Woerpel KA. Using nucleophilic substitution reactions to understand how a remote alkyl or alkoxy substituent influences the conformation of eight-membered ring oxocarbenium ions. Organic Letters. 6: 4739-41. PMID 15575674 DOI: 10.1021/Ol047998D  0.727
2004 Driver TG, Woerpel KA. Mechanism of silver-mediated di-tert-butylsilylene transfer from a silacyclopropane to an alkene. Journal of the American Chemical Society. 126: 9993-10002. PMID 15303873 DOI: 10.1021/Ja0306563  0.689
2004 Clark TB, Woerpel KA. Formation and utility of oxasilacyclopentenes derived from functionalized alkynes. Journal of the American Chemical Society. 126: 9522-3. PMID 15291539 DOI: 10.1021/Ja047498F  0.607
2004 Cirakovi? J, Driver TG, Woerpel KA. Metal-catalyzed di-tert-butylsilylene transfer: synthesis and reactivity of silacyclopropanes. The Journal of Organic Chemistry. 69: 4007-12. PMID 15176824 DOI: 10.1021/Jo0355505  0.706
2004 Smith DM, Woerpel KA. Using stereoelectronic effects to explain selective reactions of 4-substituted five-membered ring oxocarbenium ions. Organic Letters. 6: 2063-6. PMID 15176819 DOI: 10.1021/Ol0492647  0.703
2003 Ayala L, Lucero CG, Romero JA, Tabacco SA, Woerpel KA. Stereochemistry of nucleophilic substitution reactions depending upon substituent: evidence for electrostatic stabilization of pseudoaxial conformers of oxocarbenium ions by heteroatom substituents. Journal of the American Chemical Society. 125: 15521-8. PMID 14664599 DOI: 10.1021/Ja037935A  0.819
2003 Smith DM, Tran MB, Woerpel KA. Nucleophilic additions to fused bicyclic five-membered ring oxocarbenium ions: evidence for preferential attack on the inside face. Journal of the American Chemical Society. 125: 14149-52. PMID 14611253 DOI: 10.1021/Ja0375176  0.657
2003 Tenenbaum JM, Woerpel KA. Use of an aminosilyllithium for the diastereoselective synthesis of diphenyl oxasilacyclopentane acetals and polyols. Organic Letters. 5: 4325-7. PMID 14601991 DOI: 10.1021/Ol035577A  0.669
2003 Driver TG, Woerpel KA. Mechanism of di-tert-butylsilylene transfer from a silacyclopropane to an alkene. Journal of the American Chemical Society. 125: 10659-63. PMID 12940750 DOI: 10.1021/Ja0301370  0.726
2003 Peng ZH, Woerpel KA. [3 + 2] Annulation of allylic silanes in acyclic stereocontrol: total synthesis of (9S)-dihydroerythronolide A. Journal of the American Chemical Society. 125: 6018-9. PMID 12785807 DOI: 10.1021/Ja034865Z  0.651
2002 Powell SA, Tenenbaum JM, Woerpel KA. Utilization of 1-oxa-2,2-(dimesityl)silacyclopentane acetals in the stereoselective synthesis of polyols. Journal of the American Chemical Society. 124: 12648-9. PMID 12392397 DOI: 10.1021/Ja027335W  0.734
2002 Roberson CW, Woerpel KA. Development of the [3 + 2] annulations of cyclohexenylsilanes and chlorosulfonyl isocyanate: application to the total synthesis of (+/-)-peduncularine. Journal of the American Chemical Society. 124: 11342-8. PMID 12236749 DOI: 10.1021/Ja012152F  0.735
2002 Peng ZH, Woerpel KA. Synthesis of (+/-)-5-epi-citreoviral and (+/-)-citreoviral and the kinetic resolution of an allylic silane by a [3 + 2] annulation. Organic Letters. 4: 2945-8. PMID 12182595 DOI: 10.1021/Ol026343E  0.649
2002 Cirakovi? J, Driver TG, Woerpel KA. Metal-catalyzed silacyclopropanation of mono- and disubstituted alkenes. Journal of the American Chemical Society. 124: 9370-1. PMID 12167021 DOI: 10.1021/Ja020566I  0.692
2002 Driver TG, Franz AK, Woerpel KA. Diastereoselective silacyclopropanations of functionalized chiral alkenes. Journal of the American Chemical Society. 124: 6524-5. PMID 12047159 DOI: 10.1021/Ja020183K  0.791
2002 Bear TJ, Shaw JT, Woerpel KA. Diastereoselective nucleophilic substitution reactions of oxasilacyclopentane acetals: application of the "inside attack" model for reactions of five-membered ring oxocarbenium ions. The Journal of Organic Chemistry. 67: 2056-64. PMID 11925209 DOI: 10.1021/Jo010823M  0.779
2002 Smitrovich JH, Woerpel KA. Reactions of silylmethyl allylic silanes: Synthesis of tetrahydrofurans Synthesis. 2778-2785. DOI: 10.1055/S-2002-35988  0.528
2001 Peng ZH, Woerpel KA. Stereoselective synthesis of substituted gamma-butyrolactones by the [3+2] annulation of allylic silanes with chlorosulfonyl isocyanate: enantioselective total synthesis of (+)-blastmycine. Organic Letters. 3: 675-8. PMID 11259034 DOI: 10.1021/Ol0069960  0.605
2001 Palmer WS, Woerpel KA. Palladium-catalyzed reactions of Di-tert-butylsiliranes with electron-deficient alkynes and investigations of the catalytic cycle Organometallics. 20: 3691-3697. DOI: 10.1021/Om000870P  0.448
2000 Franz AK, Woerpel KA. ZnBr -Catalyzed Insertions of Carbonyl Compounds into Silacyclopropanes: Regiochemical Reversal Dependent on Metal Salt. Angewandte Chemie (International Ed. in English). 39: 4295-4299. PMID 29711919 DOI: 10.1002/1521-3773(20001201)39:23<4295::Aid-Anie4295>3.0.Co;2-A  0.667
2000 Franz AK, Woerpel KA. Development of reactions of silacyclopropanes as new methods for stereoselective organic synthesis. Accounts of Chemical Research. 33: 813-20. PMID 11087318 DOI: 10.1021/Ar9900562  0.749
2000 Peng ZH, Woerpel KA. Benzhydryldimethylsilyl allylic silanes: syntheses and applications to Organic Letters. 2: 1379-81. PMID 10814452 DOI: 10.1021/Ol005676D  0.586
2000 Roberson CW, Woerpel KA. Formal synthesis of (+/-)-peduncularine: use of the Organic Letters. 2: 621-3. PMID 10814393 DOI: 10.1021/Ol9913744  0.768
2000 Smitrovich JH, Woerpel KA. Stereoselective Synthesis of (Z)- and (E)-Allylic Silanes by Copper-Mediated Substitution Reactions of Allylic Carbamates with Grignard Reagents. The Journal of Organic Chemistry. 65: 1601-1614. PMID 10814135 DOI: 10.1021/Jo991312R  0.447
2000 Smitrovich JH, Woerpel KA. Stereoselective synthesis of (Z)- and (E)-allylic silanes by copper- mediated substitution reactions of allylic carbamates with grignard reagents Journal of Organic Chemistry. 65: 1601-1614. DOI: 10.1021/jo991312r  0.4
2000 Romero JAC, Tabacco SA, Woerpel KA. Stereochemical reversal of nucleophilic substitution reactions depending upon substituent: Reactions of heteroatom-substituted six-membered-ring oxocarbenium ions through pseudoaxial conformers Journal of the American Chemical Society. 122: 168-169. DOI: 10.1021/Ja993366O  0.839
2000 Franz AK, Woerpel KA. ZnBr2-catalyzed insertions of carbonyl compounds into silacyclopropanes: Regiochemical reversal dependent on metal salt Angewandte Chemie - International Edition. 39: 4295-4299. DOI: 10.1002/1521-3773(20001201)39:23<4295::AID-ANIE4295>3.0.CO;2-A  0.638
2000 Peng ZH, Woerpel KA. Benzhydryldimethylsilyl allylic silanes: Syntheses and applications to [3 + 2] annulation reactions Organic Letters. 2: 1379-1381.  0.578
2000 Roberson CW, Woerpel KA. Formal synthesis of (±)-peduncularine: Use of the [3 + 2] annulation of allylic silanes and chlorosulfonyl isocyanate Organic Letters. 2: 621-622.  0.661
1999 Nguyen PT, Palmer WS, Woerpel KA. Stereospecific and Regioselective Isocyanide Insertions into Siliranes and Reactions of the Resulting Iminosilacyclobutanes. The Journal of Organic Chemistry. 64: 1843-1848. PMID 11674272 DOI: 10.1021/Jo9816257  0.531
1999 Roberson CW, Woerpel KA. The [3 + 2] Annulation of Allylsilanes and Chlorosulfonyl Isocyanate: Stereoselective Synthesis of 2-Pyrrolidinones. The Journal of Organic Chemistry. 64: 1434-1435. PMID 11674199 DOI: 10.1021/Jo982375X  0.744
1999 Evans DA, Peterson GS, Johnson JS, Barnes DM, Campos KR, Woerpel KA. An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane ((S,S)-tert-Butylbis(oxazoline)) and Derived Copper(II) Complexes The Journal of Organic Chemistry. 64: 678-678. DOI: 10.1021/Jo9840271  0.769
1999 Larsen CH, Ridgway BH, Shaw JT, Woerpel KA. A stereoelectronic model to explain the highly stereoselective reactions of nucleophiles with five-membered-ring oxocarbenium ions [13] Journal of the American Chemical Society. 121: 12208-12209. DOI: 10.1021/Ja993349Z  0.824
1999 Franz AK, Woerpel KA. Stereospecific and regioselective reactions of silacyclopropanes with carbonyl compounds catalyzed by copper salts: Evidence for a transmetalation mechanism Journal of the American Chemical Society. 121: 949-957. DOI: 10.1021/Ja982897U  0.735
1999 Shaw JT, Woerpel KA. Divergent diastereoselectivity in the addition of nucleophiles to tetrahydrofuran-derived oxonium ions Tetrahedron. 55: 8747-8756. DOI: 10.1016/S0040-4020(99)00441-X  0.765
1998 Ridgway BH, Woerpel KA. Transmetalation of Alkylboranes to Palladium in the Suzuki Coupling Reaction Proceeds with Retention of Stereochemistry. The Journal of Organic Chemistry. 63: 458-460. PMID 11672033 DOI: 10.1021/Jo970803D  0.815
1998 Evans DA, Peterson GS, Johnson JS, Barnes DM, Campos KR, Woerpel KA. An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane [(S,S)-tert-Butylbis(oxazoline)] and Derived Copper(II) Complexes The Journal of Organic Chemistry. 63: 4541-4544. DOI: 10.1021/Jo980296F  0.769
1998 Smitrovich JH, Woerpel KA. Copper-mediated substitution reactions of alkylmagnesium reagents with allylic carbamates: (Z)-selective alkene synthesis [22] Journal of the American Chemical Society. 120: 12998-12999. DOI: 10.1021/Ja9820341  0.527
1998 Evans DA, Peterson GS, Johnson JS, Barnes DM, Campos KR, Woerpel KA. An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert -butyl-1,3-oxazolinyl]] propane [(S,S)-tert-Butylbis(oxazoline)] and Derived Copper(II) Complexes Journal of Organic Chemistry. 63: 4541-4544.  0.669
1997 Shaw JT, Woerpel KA. Stereoselective Insertion of Formamides into the C-Si Bond of Siliranes. The Journal of Organic Chemistry. 62: 442-443. PMID 11671427 DOI: 10.1021/Jo962186J  0.676
1997 Palmer WS, Woerpel KA. Synthesis of silirenes by palladium-catalyzed transfer of silylene from siliranes to alkynes Organometallics. 16: 4824-4827. DOI: 10.1021/Om9704861  0.511
1997 Palmer WS, Woerpel KA. Stereospecific palladium-catalyzed reactions of siliranes with alkynes Organometallics. 16: 1097-1099. DOI: 10.1021/Om960923W  0.499
1997 Shaw JT, Woerpel KA. Divergent Diastereoselectivity in the Addition of Nucleophiles to Five-Membered-Ring Oxonium Ions Journal of Organic Chemistry. 62: 6706-6707. DOI: 10.1021/Jo971208E  0.738
1997 Bodnar PM, Shaw JT, Woerpel KA. Tandem aldol-Tishchenko reactions of lithium enolates: A highly stereoselective method for diol and triol synthesis Journal of Organic Chemistry. 62: 5674-5675. DOI: 10.1021/Jo971012E  0.776
1997 Bodnar PM, Palmer WS, Ridgway BH, Shaw JT, Smitrovich JH, Woerpel KA. Stereo- and Regioselectivity of Reactions of Siliranes with Aldehydes and Related Substrates Journal of Organic Chemistry. 62: 4737-4745. DOI: 10.1021/Jo970263K  0.823
1997 Shaw JT, Woerpel KA. Preparation and synthetic utility of oxasilacyclopentane acetals derived from siliranes Tetrahedron. 53: 16597-16606. DOI: 10.1016/S0040-4020(97)01039-9  0.759
1995 Bodnar PM, Palmer WS, Shaw JT, Smitrovich JH, Sonnenberg JD, Presley AL, Woerpel KA. Stereo- and regiochemistry of aldehyde insertions into the C-Si bonds of siliranes Journal of the American Chemical Society. 117: 10575-10576. DOI: 10.1021/Ja00147A021  0.678
1994 Meyer TY, Woerpel KA, Novak BM, Bergman RG. Silica as a ligand: Reactivity of the indium-oxygen bond of Cp*Ir[silica](Ph)(PMe3) Journal of the American Chemical Society. 116: 10290-10291.  0.587
1993 Woerpel KA, Bergman RG. Synthesis and reactivity of an iridium hydroxo complex. Insertion of ethylene into a metal-oxygen bond Journal of the American Chemical Society. 115: 7888-7889. DOI: 10.1021/Ja00070A049  0.465
1992 Evans DA, Woerpel KA, Scott MJ. ‘Bis(oxazolines)’ as Ligands for Self-Assembling Chiral Coordination Polymers— Structure of a Copper(I) Catalyst for the Enantioselective Cyclopropanation of Olefins Angewandte Chemie International Edition in English. 31: 430-432. DOI: 10.1002/Anie.199204301  0.507
1992 Evans DA, Woerpel KA, Scott MJ. „Bis(oxazoline)” als Liganden für sich selbst organisierende, chirale Koordinationspolymere; Struktur eines Kupfer(I)-Katalysators für die enantioselektive Cyclopropanierung von Olefinen Angewandte Chemie. 104: 439-441. DOI: 10.1002/Ange.19921040410  0.472
1991 Evans DA, Woerpel KA, Hinman MM, Faul MM. Bis(oxazolines) as chiral ligands in metal-catalyzed asymmetric reactions. Catalytic, asymmetric cyclopropanation of olefins Journal of the American Chemical Society. 113: 726-728. DOI: 10.1021/Ja00002A080  0.615
Show low-probability matches.