Seth B. Herzon, Ph.D. - Publications

Affiliations: 
Chemistry Yale University, New Haven, CT 
Area:
total synthesis, natural products
Website:
http://www.chem.yale.edu/faculty/herzon.html

76 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
2020 Xue M, Wernke K, Herzon SB. Depurination of colibactin-derived interstrand cross-links. Biochemistry. PMID 31977191 DOI: 10.1021/acs.biochem.9b01070  0.4
2019 Healy AR, Wernke KM, Kim CS, Lees NR, Crawford JM, Herzon SB. Addendum: Synthesis and reactivity of precolibactin 886. Nature Chemistry. PMID 31719668 DOI: 10.1038/s41557-019-0383-x  0.96
2019 Healy AR, Wernke KM, Kim CS, Lees NR, Crawford JM, Herzon SB. Synthesis and reactivity of precolibactin 886. Nature Chemistry. 11: 890-898. PMID 31548676 DOI: 10.1038/s41557-019-0338-2  0.96
2019 Xue M, Kim CS, Healy AR, Wernke KM, Wang Z, Frischling MC, Shine EE, Wang W, Herzon SB, Crawford JM. Structure elucidation of colibactin and its DNA cross-links. Science (New York, N.Y.). PMID 31395743 DOI: 10.1126/science.aax2685  0.96
2019 Hoang KM, Lees NR, Herzon SB. Programmable Synthesis of 2-Deoxyglycosides. Journal of the American Chemical Society. PMID 31059254 DOI: 10.1021/jacs.9b03982  0.48
2018 Economou C, Tomanik M, Herzon SB. Synthesis of Myrocin G, the Putative Active Form of the Myrocin Antitumor Antibiotics. Journal of the American Chemical Society. PMID 30415540 DOI: 10.1021/jacs.8b10891  0.48
2018 Shine EE, Xue M, Patel JR, Healy AR, Surovtseva YV, Herzon SB, Crawford JM. Model colibactins exhibit human cell genotoxicity in the absence of host bacteria. Acs Chemical Biology. PMID 30403848 DOI: 10.1021/acschembio.8b00714  0.96
2018 Xue M, Shine EE, Wang W, Crawford JM, Herzon SB. Characterization of natural colibactin-nucleobase adducts by tandem MS and isotopic labeling. Support for DNA alkylation by cyclopropane ring opening. Biochemistry. PMID 30365310 DOI: 10.1021/acs.biochem.8b01023  0.48
2018 Ma X, Herzon SB. Cobalt bis(acetylacetonate)--butyl hydroperoxide-triethylsilane: a general reagent combination for the Markovnikov-selective hydrofunctionalization of alkenes by hydrogen atom transfer. Beilstein Journal of Organic Chemistry. 14: 2259-2265. PMID 30202480 DOI: 10.3762/bjoc.14.201  1
2018 Goethe O, Heuer A, Ma X, Wang Z, Herzon SB. Antibacterial properties and clinical potential of pleuromutilins. Natural Product Reports. PMID 29979463 DOI: 10.1039/c8np00042e  1
2018 Ma X, Kucera R, Goethe OF, Murphy SK, Herzon SB. Directed C-H bond oxidation of (+)-pleuromutilin. The Journal of Organic Chemistry. PMID 29664634 DOI: 10.1021/acs.joc.8b00462  1
2017 Tripathi P, Shine EE, Healy AR, Kim CS, Herzon SB, Bruner SD, Crawford JM. ClbS is a cyclopropane hydrolase that confers colibactin resistance. Journal of the American Chemical Society. PMID 29112397 DOI: 10.1021/jacs.7b09971  0.96
2017 Zeng M, Murphy SK, Herzon SB. Development of a modular synthetic route to (+)-pleuromutilin, (+)- 12-epi-mutilins, and related structures. Journal of the American Chemical Society. PMID 29048164 DOI: 10.1021/jacs.7b09869  0.52
2017 Nikolayevskiy H, Moe Tun MK, Rablen PR, Ben Mamoun C, Herzon SB. A complex stereochemical relay approach to the antimalarial alkaloid ocimicide A1. Evidence for a structural revision. Chemical Science. 8: 4867-4871. PMID 28959410 DOI: 10.1039/c7sc01127j  0.44
2017 Healy AR, Herzon SB. Molecular basis of gut microbiome-associated colorectal cancer: A synthetic perspective. Journal of the American Chemical Society. PMID 28949546 DOI: 10.1021/jacs.7b07807  0.96
2017 Murphy SK, Zeng M, Herzon SB. Scalable Synthesis of a Key Intermediate for the Production of Pleuromutilin-Based Antibiotics. Organic Letters. PMID 28858512 DOI: 10.1021/acs.orglett.7b02476  0.52
2017 Guntaka NS, Healy AR, Crawford JM, Herzon SB, Bruner SD. Structure and Functional Analysis of ClbQ, an Unusual Intermediate-Releasing Thioesterase from the Colibactin Biosynthetic Pathway. Acs Chemical Biology. PMID 28846367 DOI: 10.1021/acschembio.7b00479  0.96
2017 Murphy SK, Zeng M, Herzon SB. A modular and enantioselective synthesis of the pleuromutilin antibiotics. Science (New York, N.Y.). 356: 956-959. PMID 28572392 DOI: 10.1126/science.aan0003  0.52
2017 Ma X, Dang H, Rose JA, Rablen PR, Herzon SB. Hydroheteroarylation of unactivated alkenes using N-methoxyheteroarenium salts. Journal of the American Chemical Society. PMID 28359149 DOI: 10.1021/jacs.7b02388  1
2017 Trautman E, Healy AR, Shine E, Herzon SB, Crawford JM. Domain-targeted metabolomics delineates the heterocycle assembly steps of colibactin biosynthesis. Journal of the American Chemical Society. PMID 28240912 DOI: 10.1021/jacs.7b00659  0.96
2016 Xue M, Herzon SB. Mechanism of Nucleophilic Activation of (-)-Lomaiviticin A. Journal of the American Chemical Society. 138: 15559-15562. PMID 27934014 DOI: 10.1021/jacs.6b09657  0.4
2016 Healy AR, Nikolayevskiy H, Patel JR, Crawford JM, Herzon SB. A Mechanistic Model for Colibactin-Induced Genotoxicity. Journal of the American Chemical Society. 138: 15563-15570. PMID 27934011 DOI: 10.1021/jacs.6b10354  0.96
2016 Murphy SK, Zeng M, Herzon SB. Stereoselective Multicomponent Reactions Using Zincate Nucleophiles: β-Dicarbonyl Synthesis and Functionalization. Organic Letters. PMID 27670226 DOI: 10.1021/acs.orglett.6b02320  0.52
2016 Ma X, Herzon SB. Synthesis of Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer. The Journal of Organic Chemistry. PMID 27598718 DOI: 10.1021/acs.joc.6b01709  1
2016 Ma X, Herzon SB. Intermolecular hydropyridylation of unactivated alkenes. Journal of the American Chemical Society. PMID 27384921 DOI: 10.1021/jacs.6b05271  1
2016 Healy AR, Vizcaino MI, Crawford JM, Herzon SB. A convergent and modular synthesis of candidate precolibactins. Structural revision of precolibactin A. Journal of the American Chemical Society. PMID 27025153 DOI: 10.1021/jacs.6b02276  1
2016 Woo CM, Li Z, Paulson EK, Herzon SB. Structural basis for DNA cleavage by the potent antiproliferative agent (-)-lomaiviticin A. Proceedings of the National Academy of Sciences of the United States of America. PMID 26929332 DOI: 10.1073/pnas.1519846113  1
2015 Parr BT, Economou C, Herzon SB. A concise synthesis of (+)-batzelladine B from simple pyrrole-based starting materials. Nature. 525: 507-10. PMID 26375010 DOI: 10.1038/nature14902  1
2015 Zeng M, Herzon SB. Synthesis of 1,3-Amino Alcohols, 1,3-Diols, Amines, and Carboxylic Acids from Terminal Alkynes. The Journal of Organic Chemistry. 80: 8604-18. PMID 26203776 DOI: 10.1021/acs.joc.5b01220  1
2015 Burk M, Wilson N, Herzon SB. Multigram Synthesis of 1-O-Acetyl-3-O-(4-methoxybenzyl)-4-N-(9-fluorenylmethoxycarbonyl)-4-N-methyl-L-pyrrolosamine. Tetrahedron Letters. 56: 3231-3234. PMID 26097264 DOI: 10.1016/j.tetlet.2014.12.073  1
2015 Colis LC, Hegan DC, Kaneko M, Glazer PM, Herzon SB. Mechanism of action studies of lomaiviticin a and the monomeric lomaiviticin aglycon. Selective and potent activity toward DNA double-strand break repair-deficient cell lines. Journal of the American Chemical Society. 137: 5741-7. PMID 25849366 DOI: 10.1021/ja513117p  1
2015 Kats-Kagan R, Herzon SB. The discovery of a novel route to highly substituted α-tropolones enables expedient entry to the core of the gukulenins. Organic Letters. 17: 2030-3. PMID 25839211 DOI: 10.1021/acs.orglett.5b00841  1
2015 Ma X, Herzon SB. Non-classical selectivities in the reduction of alkenes by cobalt-mediated hydrogen atom transfer Chemical Science. 6: 6250-6255. DOI: 10.1039/c5sc02476e  1
2014 King SM, Herzon SB. The Hasubanan and Acutumine Alkaloids. The Alkaloids. Chemistry and Biology. 73: 161-222. PMID 26521650 DOI: 10.1016/B978-0-12-411565-1.00003-2  1
2014 King SM, Herzon SB. Substrate-modified functional group reactivity: hasubanan and acutumine alkaloid syntheses. The Journal of Organic Chemistry. 79: 8937-47. PMID 25135456 DOI: 10.1021/jo501516x  1
2014 Woo CM, Ranjan N, Arya DP, Herzon SB. Analysis of diazofluorene DNA binding and damaging activity: DNA cleavage by a synthetic monomeric diazofluorene. Angewandte Chemie (International Ed. in English). 53: 9325-8. PMID 25044348 DOI: 10.1002/anie.201404137  1
2014 Li L, Zeng M, Herzon SB. Broad-spectrum catalysts for the ambient temperature anti-Markovnikov hydration of alkynes. Angewandte Chemie (International Ed. in English). 53: 7892-5. PMID 24964738 DOI: 10.1002/anie.201404320  1
2014 Colis LC, Woo CM, Hegan DC, Li Z, Glazer PM, Herzon SB. The cytotoxicity of (-)-lomaiviticin A arises from induction of double-strand breaks in DNA. Nature Chemistry. 6: 504-10. PMID 24848236 DOI: 10.1038/nchem.1944  1
2014 King SM, Ma X, Herzon SB. A method for the selective hydrogenation of alkenyl halides to alkyl halides. Journal of the American Chemical Society. 136: 6884-7. PMID 24824195 DOI: 10.1021/ja502885c  1
2014 Kaneko M, Herzon SB. Scope and limitations of 2-deoxy- and 2,6-dideoxyglycosyl bromides as donors for the synthesis of β-2-deoxy- and β-2,6-dideoxyglycosides. Organic Letters. 16: 2776-9. PMID 24786757 DOI: 10.1021/ol501101f  1
2014 Zeng M, Li L, Herzon SB. A highly active and air-stable ruthenium complex for the ambient temperature anti-Markovnikov reductive hydration of terminal alkynes. Journal of the American Chemical Society. 136: 7058-67. PMID 24786693 DOI: 10.1021/ja501738a  1
2014 Li L, Herzon SB. Temporal separation of catalytic activities allows anti-Markovnikov reductive functionalization of terminal alkynes. Nature Chemistry. 6: 22-7. PMID 24345942 DOI: 10.1038/nchem.1799  1
2014 King SM, Herzon SB. The Hasubanan and Acutumine Alkaloids Alkaloids: Chemistry and Biology. 73: 161-222. DOI: 10.1016/B978-0-12-411565-1.00003-2  1
2014 Zeng M, Herzon SB. Ruthenium-catalyzed anti-markovnikov hydration and reductive hydration of terminal alkynes Aldrichimica Acta. 47: 55-62.  1
2014 Herzon S. Anti-markovnikov reductive functionalization of terminal alkynes Aldrichimica Acta. 47: 54.  1
2013 Calandra NA, King SM, Herzon SB. Development of enantioselective synthetic routes to the hasubanan and acutumine alkaloids. The Journal of Organic Chemistry. 78: 10031-57. PMID 24032758 DOI: 10.1021/jo401889b  1
2013 Woo CM, Gholap SL, Herzon SB. Insights into lomaiviticin biosynthesis. Isolation and structure elucidation of (-)-homoseongomycin. Journal of Natural Products. 76: 1238-41. PMID 23803003 DOI: 10.1021/np400355h  1
2013 Zheng J, Urkalan KB, Herzon SB. Direct synthesis of β-N-glycosides by the reductive glycosylation of azides with protected and native carbohydrate donors. Angewandte Chemie (International Ed. in English). 52: 6068-71. PMID 23609997 DOI: 10.1002/anie.201301264  1
2013 King SM, Calandra NA, Herzon SB. Total syntheses of (-)-acutumine and (-)-dechloroacutumine. Angewandte Chemie (International Ed. in English). 52: 3642-5. PMID 23427090 DOI: 10.1002/anie.201210076  1
2013 Mitcheltree MJ, Konst ZA, Herzon SB. A practical method for regiocontrolled one-carbon ring contraction Tetrahedron. 69: 5634-5639. DOI: 10.1016/j.tet.2013.04.027  1
2013 Herzon SB. The kinamycins Total Synthesis of Natural Products: At the Frontiers of Organic Chemistry. 39-65. DOI: 10.1007/978-3-642-34065-9_3  1
2012 Li L, Herzon SB. Regioselective reductive hydration of alkynes to form branched or linear alcohols. Journal of the American Chemical Society. 134: 17376-9. PMID 23072212 DOI: 10.1021/ja307145e  1
2012 Tun MK, Herzon SB. Synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one. The Journal of Organic Chemistry. 77: 9422-5. PMID 23030397 DOI: 10.1021/jo3017956  1
2012 Woo CM, Gholap SL, Lu L, Kaneko M, Li Z, Ravikumar PC, Herzon SB. Development of enantioselective synthetic routes to (-)-kinamycin F and (-)-lomaiviticin aglycon. Journal of the American Chemical Society. 134: 17262-73. PMID 23030272 DOI: 10.1021/ja307497h  1
2012 Woo CM, Beizer NE, Janso JE, Herzon SB. Isolation of lomaiviticins C-E, transformation of lomaiviticin C to lomaiviticin A, complete structure elucidation of lomaiviticin A, and structure-activity analyses. Journal of the American Chemical Society. 134: 15285-8. PMID 22963534 DOI: 10.1021/ja3074984  1
2012 Bloomfield AJ, Herzon SB. Room temperature, palladium-mediated P-arylation of secondary phosphine oxides. Organic Letters. 14: 4370-3. PMID 22905711 DOI: 10.1021/ol301831k  1
2012 You Y, Bloomfield A, Liu J, Fu L, Herzon SB, Yan EC. Real-time kinetics of surfactant molecule transfer between emulsion particles probed by in situ second harmonic generation spectroscopy. Journal of the American Chemical Society. 134: 4264-8. PMID 22339377 DOI: 10.1021/ja2104608  1
2012 Herzon SB, Woo CM. The diazofluorene antitumor antibiotics: structural elucidation, biosynthetic, synthetic, and chemical biological studies. Natural Product Reports. 29: 87-118. PMID 22037715 DOI: 10.1039/c1np00052g  1
2012 Mulcahy SP, Woo CM, Ding W, Ellestad GA, Herzon SB. Characterization of a reductively-activated elimination pathway relevant to the biological chemistry of the kinamycins and lomaiviticins Chemical Science. 3: 1070-1074. DOI: 10.1039/c2sc00854h  1
2011 Herzon SB, Calandra NA, King SM. Efficient entry to the hasubanan alkaloids: first enantioselective total syntheses of (-)-hasubanonine, (-)-runanine, (-)-delavayine, and (+)-periglaucine B. Angewandte Chemie (International Ed. in English). 50: 8863-6. PMID 21638524 DOI: 10.1002/anie.201102226  1
2011 Herzon SB, Lu L, Woo CM, Gholap SL. 11-Step enantioselective synthesis of (-)-lomaiviticin aglycon. Journal of the American Chemical Society. 133: 7260-3. PMID 21280607 DOI: 10.1021/ja200034b  1
2011 Herzon SB. Enantioselective syntheses of (-)-kinamycin F and (-)-lomaiviticin aglycon Synlett. 2105-2114. DOI: 10.1055/s-0030-1261147  1
2011 Tun MKM, Wüstmann DJ, Herzon SB. A robust and scalable synthesis of the potent neuroprotective agent (-)-huperzine A Chemical Science. 2: 2251-2253. DOI: 10.1039/c1sc00455g  1
2010 Woo CM, Lu L, Gholap SL, Smith DR, Herzon SB. Development of a convergent entry to the diazofluorene antitumor antibiotics: enantioselective synthesis of kinamycin F. Journal of the American Chemical Society. 132: 2540-1. PMID 20141138 DOI: 10.1021/ja910769j  1
2010 Bloomfield AJ, Qian JM, Herzon SB. Single-step synthesis of secondary phosphine oxides Organometallics. 29: 4193-4195. DOI: 10.1021/om100571w  1
2009 Gholap SL, Woo CM, Ravikumar PC, Herzon SB. Synthesis of the fully glycosylated cyclohexenone core of lomaiviticin A. Organic Letters. 11: 4322-5. PMID 19719089 DOI: 10.1021/ol901710b  1
2008 Herzon SB, Hartwig JF. Hydroaminoalkylation of unactivated olefins with dialkylamines. Journal of the American Chemical Society. 130: 14940-1. PMID 18937477 DOI: 10.1021/ja806367e  1
2007 Herzon SB, Hartwig JF. Direct, catalytic hydroaminoalkylation of unactivated olefins with N-alkyl arylamines. Journal of the American Chemical Society. 129: 6690-1. PMID 17474747 DOI: 10.1021/ja0718366  1
2007 Wulff JE, Herzon SB, Siegrist R, Myers AG. Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell culture. Journal of the American Chemical Society. 129: 4898-9. PMID 17397160 DOI: 10.1021/ja0690971  1
2005 Herzon SB, Myers AG. Enantioselective synthesis of stephacidin B. Journal of the American Chemical Society. 127: 5342-4. PMID 15826171 DOI: 10.1021/ja0510616  1
2003 Myers AG, Herzon SB. Identification of a novel Michael acceptor group for the reversible addition of oxygen- and sulfur-based nucleophiles. Synthesis and reactivity of the 3-alkylidene-3H-indole 1-oxide function of avrainvillamide. Journal of the American Chemical Society. 125: 12080-1. PMID 14518979 DOI: 10.1021/ja0372006  1
2003 Krow GR, Lin G, Herzon SB, Thomas AM, Moore KP, Huang Q, Carroll PJ. Convenient preparations of 2,4-methanopyrrolidine and 5-carboxy-2,4-methanopyrrolidines. The Journal of Organic Chemistry. 68: 7562-4. PMID 12968923 DOI: 10.1021/jo0348672  1
2003 Krow GR, Lin G, Rapolu D, Fang Y, Lester WS, Herzon SB, Sonnet PE. The rearrangement route to 2-azabicyclo[2.1.1]hexanes. Solvent and electrophile control of neighboring group participation. The Journal of Organic Chemistry. 68: 5292-9. PMID 12816491 DOI: 10.1021/jo034394z  1
2002 Krow GR, Herzon SB, Lin G, Qiu F, Sonnet PE. Complex-induced proximity effects. Temperature-dependent regiochemical diversity in lithiation-electrophilic substitution reactions of N-BOC-2-azabicyclo[2.1.1]hexane. 2,4- and 3,5-methanoprolines. Organic Letters. 4: 3151-4. PMID 12201739 DOI: 10.1021/ol026509b  1
2001 Krow GR, Lester WS, Liu N, Yuan J, Hiller A, Duo J, Herzon SB, Nguyen Y, Cannon K. Synthesis of novel 2-azabicyclo[2.2.0]- and [2.1.1]hexanols. The Journal of Organic Chemistry. 66: 1811-7. PMID 11262132 DOI: 10.1021/jo001558s  1
2001 Krow GR, Lee YB, Lester WS, Liu N, Yuan J, Duo J, Herzon SB, Nguyen Y, Zacharias D. 2-Azabicyclo[2.1.1]hexanes. 2. Substitutent effects on the bromine-mediated rearrangement of 2-azabicyclo[2.2.0]hex-5-enes. The Journal of Organic Chemistry. 66: 1805-10. PMID 11262131 DOI: 10.1021/jo0015570  1
Show low-probability matches.