| Year |
Citation |
Score |
| 2014 |
Krasutsky SG, Urbansky M, Davis CE, Lherbet C, Coates RM, Poulter CD. Synthesis of methylerythritol phosphate analogues and their evaluation as alternate substrates for IspDF and IspE from Agrobacterium tumefaciens. The Journal of Organic Chemistry. 79: 9170-8. PMID 25184438 DOI: 10.1021/Jo501529K |
0.651 |
|
| 2013 |
Faraldos JA, Coates RM, Giner JL. Alternative synthesis of the Colorado potato beetle pheromone. The Journal of Organic Chemistry. 78: 10548-54. PMID 24047429 DOI: 10.1021/Jo4017056 |
0.396 |
|
| 2013 |
Yeo YS, Nybo SE, Chittiboyina AG, Weerasooriya AD, Wang YH, Góngora-Castillo E, Vaillancourt B, Buell CR, DellaPenna D, Celiz MD, Jones AD, Wurtele ES, Ransom N, Dudareva N, Shaaban KA, ... ... Coates RM, et al. Functional identification of valerena-1,10-diene synthase, a terpene synthase catalyzing a unique chemical cascade in the biosynthesis of biologically active sesquiterpenes in Valeriana officinalis. The Journal of Biological Chemistry. 288: 3163-73. PMID 23243312 DOI: 10.1074/Jbc.M112.415836 |
0.38 |
|
| 2011 |
Faraldos JA, Kariuki BM, Coates RM. 2-azapinanes: aza analogues of the enantiomeric pinyl carbocation intermediates in pinene biosynthesis. Organic Letters. 13: 836-9. PMID 21261271 DOI: 10.1021/Ol1027893 |
0.397 |
|
| 2011 |
Köksal M, Jin Y, Coates RM, Croteau R, Christianson DW. Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis. Nature. 469: 116-20. PMID 21160477 DOI: 10.1038/Nature09628 |
0.483 |
|
| 2010 |
Morrone D, Chen X, Coates RM, Peters RJ. Characterization of the kaurene oxidase CYP701A3, a multifunctional cytochrome P450 from gibberellin biosynthesis. The Biochemical Journal. 431: 337-44. PMID 20698828 DOI: 10.1042/Bj20100597 |
0.42 |
|
| 2010 |
Koohang A, Bailey JL, Coates RM, Erickson HK, Owen D, Poulter CD. Enantioselective inhibition of squalene synthase by aziridine analogues of presqualene diphosphate. The Journal of Organic Chemistry. 75: 4769-77. PMID 20545375 DOI: 10.1021/Jo100718Z |
0.562 |
|
| 2010 |
Mann FM, Prisic S, Davenport EK, Determan MK, Coates RM, Peters RJ. A single residue switch for Mg(2+)-dependent inhibition characterizes plant class II diterpene cyclases from primary and secondary metabolism. The Journal of Biological Chemistry. 285: 20558-63. PMID 20430888 DOI: 10.1074/Jbc.M110.123307 |
0.309 |
|
| 2010 |
Faraldos JA, O'Maille PE, Dellas N, Noel JP, Coates RM. Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate. Journal of the American Chemical Society. 132: 4281-9. PMID 20201526 DOI: 10.1021/Ja909886Q |
0.367 |
|
| 2010 |
Noel JP, Dellas N, Faraldos JA, Zhao M, Hess BA, Smentek L, Coates RM, O'Maille PE. Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates. Acs Chemical Biology. 5: 377-92. PMID 20175559 DOI: 10.1021/Cb900295G |
0.378 |
|
| 2010 |
Faraldos JA, Wu S, Chappell J, Coates RM. Doubly deuterium-labeled patchouli alcohol from cyclization of singly labeled [2-(2)H(1)]farnesyl diphosphate catalyzed by recombinant patchoulol synthase. Journal of the American Chemical Society. 132: 2998-3008. PMID 20148554 DOI: 10.1021/Ja909251R |
0.348 |
|
| 2010 |
Davis CE, Coates RM. ChemInform Abstract: Stereoselective Prins Cyclizations of δ,ε-Unsaturated Ketones to cis-3-Chlorohexanols with TiCl4. Cheminform. 33: no-no. DOI: 10.1002/chin.200229037 |
0.527 |
|
| 2009 |
Hu H, Faraldos JA, Coates RM. Scope and mechanism of intramolecular aziridination of cyclopent-3-enyl-methylamines to 1-azatricyclo[2.2.1.0(2,6)]heptanes with lead tetraacetate. Journal of the American Chemical Society. 131: 11998-2006. PMID 19653649 DOI: 10.1021/Ja9044136 |
0.362 |
|
| 2008 |
Long RM, Lagisetti C, Coates RM, Croteau RB. Specificity of the N-benzoyl transferase responsible for the last step of Taxol biosynthesis. Archives of Biochemistry and Biophysics. 477: 384-9. PMID 18621016 DOI: 10.1016/J.Abb.2008.06.021 |
0.346 |
|
| 2008 |
Shishova EY, Yu F, Miller DJ, Faraldos JA, Zhao Y, Coates RM, Allemann RK, Cane DE, Christianson DW. X-ray crystallographic studies of substrate binding to aristolochene synthase suggest a metal ion binding sequence for catalysis. The Journal of Biological Chemistry. 283: 15431-9. PMID 18385128 DOI: 10.1074/Jbc.M800659200 |
0.548 |
|
| 2007 |
Faraldos JA, Wu S, Chappell J, Coates RM. Conformational Analysis of (+)-Germacrene A by Variable Temperature NMR and NOE Spectroscopy. Tetrahedron. 63: 7733-7742. PMID 20617157 DOI: 10.1016/J.Tet.2007.04.037 |
0.317 |
|
| 2007 |
Lagisetti C, Urbansky M, Coates RM. The dioxanone approach to (2S,3R)-2-C-methylerythritol 4-phosphate and 2,4-cyclodiphosphate, and various MEP analogues. The Journal of Organic Chemistry. 72: 9886-95. PMID 18020362 DOI: 10.1021/Jo0711900 |
0.395 |
|
| 2007 |
Karp F, Zhao Y, Santhamma B, Assink B, Coates RM, Croteau RB. Inhibition of monoterpene cyclases by inert analogues of geranyl diphosphate and linalyl diphosphate. Archives of Biochemistry and Biophysics. 468: 140-6. PMID 17949678 DOI: 10.1016/J.Abb.2007.09.008 |
0.765 |
|
| 2007 |
Roy A, Roberts FG, Wilderman PR, Zhou K, Peters RJ, Coates RM. 16-Aza-ent-beyerane and 16-Aza-ent-trachylobane: potent mechanism-based inhibitors of recombinant ent-kaurene synthase from Arabidopsis thaliana. Journal of the American Chemical Society. 129: 12453-60. PMID 17892288 DOI: 10.1021/Ja072447E |
0.344 |
|
| 2007 |
Faraldos JA, Zhao Y, O'Maille PE, Noel JP, Coates RM. Interception of the enzymatic conversion of farnesyl diphosphate to 5-epi-aristolochene by using a fluoro substrate analogue: 1-fluorogermacrene A from (2E,6Z)-6-fluorofarnesyl diphosphate. Chembiochem : a European Journal of Chemical Biology. 8: 1826-33. PMID 17886322 DOI: 10.1002/Cbic.200700398 |
0.602 |
|
| 2007 |
Takahashi S, Yeo YS, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J. Functional characterization of premnaspirodiene oxygenase, a cytochrome P450 catalyzing regio- and stereo-specific hydroxylations of diverse sesquiterpene substrates. The Journal of Biological Chemistry. 282: 31744-54. PMID 17715131 DOI: 10.1074/Jbc.M703378200 |
0.614 |
|
| 2007 |
Vedula LS, Zhao Y, Coates RM, Koyama T, Cane DE, Christianson DW. Exploring biosynthetic diversity with trichodiene synthase. Archives of Biochemistry and Biophysics. 466: 260-6. PMID 17678871 DOI: 10.1016/J.Abb.2007.06.016 |
0.592 |
|
| 2007 |
Hyatt DC, Youn B, Zhao Y, Santhamma B, Coates RM, Croteau RB, Kang C. Structure of limonene synthase, a simple model for terpenoid cyclase catalysis. Proceedings of the National Academy of Sciences of the United States of America. 104: 5360-5. PMID 17372193 DOI: 10.1073/Pnas.0700915104 |
0.556 |
|
| 2007 |
Grace MH, Faraldos JA, Lila MA, Coates RM. ent-Beyerane diterpenoids from the heartwood of Excoecaria parvifolia. Phytochemistry. 68: 546-53. PMID 17196627 DOI: 10.1016/J.Phytochem.2006.11.010 |
0.31 |
|
| 2007 |
Jin Y, Roberts FG, Coates RM. Stereoselective isoprenoid chain extension with acetoacetate dianion: (E, E, E)-geranylgeraniol from (E, E)-farnesol Organic Syntheses. 84: 43-57. DOI: 10.1002/0471264229.Os084.05 |
0.451 |
|
| 2006 |
Wu S, Schalk M, Clark A, Miles RB, Coates R, Chappell J. Redirection of cytosolic or plastidic isoprenoid precursors elevates terpene production in plants. Nature Biotechnology. 24: 1441-7. PMID 17057703 DOI: 10.1038/Nbt1251 |
0.545 |
|
| 2006 |
Jin Y, Coates RM. Enantioselective synthesis of alpha-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations. Chemical Communications (Cambridge, England). 2902-4. PMID 17007411 |
0.461 |
|
| 2006 |
Miles RB, Davis CE, Coates RM. Syn- and anti-selective Prins cyclizations of delta,epsilon-unsaturated ketones to 1,3-halohydrins with Lewis acids. The Journal of Organic Chemistry. 71: 1493-501. PMID 16468798 DOI: 10.1021/Jo052142N |
0.68 |
|
| 2006 |
Schenk DJ, Starks CM, Manna KR, Chappell J, Noel JP, Coates RM. Stereochemistry and deuterium isotope effects associated with the cyclization-rearrangements catalyzed by tobacco epiaristolochene and hyoscyamus premnaspirodiene synthases, and the chimeric CH4 hybrid cyclase. Archives of Biochemistry and Biophysics. 448: 31-44. PMID 16309622 DOI: 10.1016/J.Abb.2005.09.002 |
0.732 |
|
| 2006 |
Grace MH, Jin Y, Wilson GR, Coates RM. Structures, biogenetic relationships, and cytotoxicity of pimarane-derived diterpenes from Petalostigma pubescens. Phytochemistry. 67: 1708-15. PMID 16298402 DOI: 10.1016/J.Phytochem.2005.09.026 |
0.504 |
|
| 2006 |
Morrone D, Jin Y, Xu M, Choi SY, Coates RM, Peters RJ. An unexpected diterpene cyclase from rice: functional identification of a stemodene synthase. Archives of Biochemistry and Biophysics. 448: 133-40. PMID 16256063 DOI: 10.1016/J.Abb.2005.09.001 |
0.481 |
|
| 2006 |
Jin Y, Coates RM. Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations Chemical Communications. 2902-2904. DOI: 10.1039/b605346g |
0.455 |
|
| 2006 |
Miles RB, Davis CE, Coates RM. syn- and anti-Selective Prins Cyclizations of δ,ɛ-Unsaturated Ketones to 1,3-Halohydrins with Lewis Acids. Cheminform. 37. DOI: 10.1002/chin.200627037 |
0.511 |
|
| 2005 |
Jin Q, Williams DC, Hezari M, Croteau R, Coates RM. Stereochemistry of the macrocyclization and elimination steps in taxadiene biosynthesis through deuterium labeling. The Journal of Organic Chemistry. 70: 4667-75. PMID 15932303 DOI: 10.1021/Jo0502091 |
0.391 |
|
| 2005 |
Jin Y, Williams DC, Croteau R, Coates RM. Taxadiene synthase-catalyzed cyclization of 6-fluorogeranylgeranyl diphosphate to 7-fluoroverticillenes. Journal of the American Chemical Society. 127: 7834-42. PMID 15913373 DOI: 10.1021/Ja050592R |
0.577 |
|
| 2005 |
Vedula LS, Rynkiewicz MJ, Pyun HJ, Coates RM, Cane DE, Christianson DW. Molecular recognition of the substrate diphosphate group governs product diversity in trichodiene synthase mutants. Biochemistry. 44: 6153-63. PMID 15835903 DOI: 10.1021/Bi050059O |
0.367 |
|
| 2005 |
Takahashi S, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J. Kinetic and molecular analysis of 5-epiaristolochene 1,3-dihydroxylase, a cytochrome P450 enzyme catalyzing successive hydroxylations of sesquiterpenes. The Journal of Biological Chemistry. 280: 3686-96. PMID 15522862 DOI: 10.1074/Jbc.M411870200 |
0.571 |
|
| 2004 |
Zhao Y, Schenk DJ, Takahashi S, Chappell J, Coates RM. Eremophilane sesquiterpenes from capsidiol. The Journal of Organic Chemistry. 69: 7428-35. PMID 15497966 DOI: 10.1021/Jo049058C |
0.785 |
|
| 2004 |
Wilderman PR, Xu M, Jin Y, Coates RM, Peters RJ. Identification of syn-pimara-7,15-diene synthase reveals functional clustering of terpene synthases involved in rice phytoalexin/allelochemical biosynthesis. Plant Physiology. 135: 2098-105. PMID 15299118 DOI: 10.1104/Pp.104.045971 |
0.513 |
|
| 2004 |
Xu M, Hillwig ML, Prisic S, Coates RM, Peters RJ. Functional identification of rice syn-copalyl diphosphate synthase and its role in initiating biosynthesis of diterpenoid phytoalexin/allelopathic natural products. The Plant Journal : For Cell and Molecular Biology. 39: 309-18. PMID 15255861 DOI: 10.1111/J.1365-313X.2004.02137.X |
0.319 |
|
| 2004 |
Urbansky M, Davis CE, Surjan JD, Coates RM. Synthesis of enantiopure 2-C-methyl-D-erythritol 4-phosphate and 2,4-cyclodiphosphate from D-arabitol. Organic Letters. 6: 135-8. PMID 14703369 DOI: 10.1021/Ol0362562 |
0.594 |
|
| 2003 |
Davis CE, Duffy BC, Coates RM. Total synthesis of (+/-)-cameroonan-7alpha-ol and biomimetic rearrangements to related nopsane sesquiterpenes. The Journal of Organic Chemistry. 68: 6935-43. PMID 12946133 DOI: 10.1021/Jo0343580 |
0.577 |
|
| 2003 |
Davis CE, Bailey JL, Lockner JW, Coates RM. Regio- and stereoselectivity of diethylaluminum azide opening of trisubstituted epoxides and conversion of the 3 degrees azidohydrin adducts to isoprenoid aziridines. The Journal of Organic Chemistry. 68: 75-82. PMID 12515464 DOI: 10.1021/Jo026506C |
0.601 |
|
| 2002 |
Davis CE, Coates RM. Stereoselective prins cyclizations of delta, epsilon-unsaturated ketones to cis-3-chlorocyclohexanols with TiCl(4). Angewandte Chemie (International Ed. in English). 41: 491-3. PMID 12491389 DOI: 10.1002/1521-3773(20020201)41:3<491::Aid-Anie491>3.0.Co;2-3 |
0.569 |
|
| 2002 |
Whittington DA, Wise ML, Urbansky M, Coates RM, Croteau RB, Christianson DW. Bornyl diphosphate synthase: structure and strategy for carbocation manipulation by a terpenoid cyclase. Proceedings of the National Academy of Sciences of the United States of America. 99: 15375-80. PMID 12432096 DOI: 10.1073/Pnas.232591099 |
0.322 |
|
| 2002 |
Wise ML, Urbansky M, Helms GL, Coates RM, Croteau R. Syn stereochemistry of cyclic ether formation in 1,8-cineole biosynthesis catalyzed by recombinant synthase from Salvia officinalis. Journal of the American Chemical Society. 124: 8546-7. PMID 12121093 DOI: 10.1021/Ja0265714 |
0.336 |
|
| 2002 |
Ravn MM, Peters RJ, Coates RM, Croteau R. Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates. Journal of the American Chemical Society. 124: 6998-7006. PMID 12059223 DOI: 10.1021/Ja017734B |
0.736 |
|
| 2002 |
Davis CE, Coates RM. Stereoselective Prins Cyclizations ofδ,ɛ-Unsaturated Ketones tocis-3-Chlorocyclohexanols with TiCl4 Angewandte Chemie. 114: 509-511. DOI: 10.1002/1521-3757(20020201)114:3<509::Aid-Ange509>3.0.Co;2-I |
0.616 |
|
| 2001 |
Ralston L, Kwon ST, Schoenbeck M, Ralston J, Schenk DJ, Coates RM, Chappell J. Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum). Archives of Biochemistry and Biophysics. 393: 222-35. PMID 11556809 DOI: 10.1006/Abbi.2001.2483 |
0.723 |
|
| 2001 |
Peters RJ, Ravn MM, Coates RM, Croteau RB. Bifunctional abietadiene synthase: free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites. Journal of the American Chemical Society. 123: 8974-8. PMID 11552804 DOI: 10.1021/Ja010670K |
0.746 |
|
| 2001 |
Lee HJ, Ravn MM, Coates RM. Synthesis and characterization of abietadiene, levopimaradiene, palustradiene, and neoabietadiene: Hydrocarbon precursors of the abietane diterpene resin acids Tetrahedron. 57: 6155-6167. DOI: 10.1016/S0040-4020(01)00605-6 |
0.743 |
|
| 2001 |
Wise ML, Pyun HJ, Helms G, Assink B, Coates RM, Croteau RB. Stereochemical disposition of the geminal dimethyl groups in the enzymatic cyclization of geranyl diphosphate to (+)-bornyl diphosphate by recombinant (+)-bornyl diphosphate synthase from Salvia officinalis Tetrahedron. 57: 5327-5334. DOI: 10.1016/S0040-4020(01)00451-3 |
0.765 |
|
| 2000 |
Williams DC, Carroll BJ, Jin Q, Rithner CD, Lenger SR, Floss HG, Coates RM, Williams RM, Croteau R. Intramolecular proton transfer in the cyclization of geranylgeranyl diphosphate to the taxadiene precursor of taxol catalyzed by recombinant taxadiene synthase. Chemistry & Biology. 7: 969-77. PMID 11137819 DOI: 10.1016/S1074-5521(00)00046-6 |
0.42 |
|
| 2000 |
Peters RJ, Flory JE, Jetter R, Ravn MM, Lee HJ, Coates RM, Croteau RB. Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the "pseudomature" recombinant enzyme. Biochemistry. 39: 15592-602. PMID 11112547 DOI: 10.1021/Bi001997L |
0.745 |
|
| 2000 |
Davis CE, Duffy BC, Coates RM. Total synthesis of (+/-)-cameroonanol. Organic Letters. 2: 2717-9. PMID 10990436 DOI: 10.1021/Ol0063149 |
0.56 |
|
| 2000 |
Williams DC, Wildung MR, Jin AQ, Dalal D, Oliver JS, Coates RM, Croteau R. Heterologous expression and characterization of a "Pseudomature" form of taxadiene synthase involved in paclitaxel (Taxol) biosynthesis and evaluation of a potential intermediate and inhibitors of the multistep diterpene cyclization reaction. Archives of Biochemistry and Biophysics. 379: 137-46. PMID 10864451 DOI: 10.1006/Abbi.2000.1865 |
0.434 |
|
| 2000 |
Ravn MM, Coates RM, Flory JE, Peters RJ, Croteau R. Stereochemistry of the cyclization-rearrangement of (+)-copalyl diphosphate to (-)-abietadiene catalyzed by recombinant abietadiene synthase from Abies grandis. Organic Letters. 2: 573-6. PMID 10814381 DOI: 10.1021/Ol991230P |
0.715 |
|
| 2000 |
Davis CE, Duffy BC, Coates RM. ChemInform Abstract: Total Synthesis of (.+-.)-Cameroonanol. Cheminform. 31: no-no. DOI: 10.1002/chin.200047176 |
0.535 |
|
| 2000 |
Ravn MM, Jin Q, Coates RM. Synthesis of allylic isoprenoid diphosphates by S(N)2 displacement of diethyl phosphate European Journal of Organic Chemistry. 1401-1410. DOI: 10.1002/(Sici)1099-0690(200004)2000:8<1401::Aid-Ejoc1401>3.0.Co;2-P |
0.758 |
|
| 2000 |
Davis CE, Duffy BC, Coates RM. Total synthesis of (±)-cameroonanol Organic Letters. 2: 2717-2719. |
0.47 |
|
| 1999 |
Koohang A, Coates RM, Owen D, Poulter CD. Synthesis and Evaluation of Aziridine Analogues of Presqualene Diphosphate as Squalene Synthase Inhibitors. The Journal of Organic Chemistry. 64: 6-7. PMID 11674074 DOI: 10.1021/Jo981833Z |
0.477 |
|
| 1998 |
Ravn MM, Coates RM, Jetter R, Croteau RB. Stereospecific intramolecular proton transfer in the cyclization of geranylgeranyl diphosphate to (-)-abietadiene catalyzed by recombinant cyclase from grand fir (Abies grandis) Chemical Communications. 21-22. DOI: 10.1039/A706202H |
0.73 |
|
| 1998 |
Shankar S, Coates RM. Solvolysis of caryophyllen-8β-yl derivatives: Biomimetic rearrangement- cyclization to 12-nor-8α-presilphiperfolan-9β-ol Journal of Organic Chemistry. 63: 9177-9182. DOI: 10.1021/Jo971984M |
0.319 |
|
| 1997 |
Coates RM, Elmore CS, Croteau RB, Williams DC, Morimoto H, Williams PG. Stereochemistry of the methyl→methylene elimination in the enzyme-catalysed cyclization of geranyl diphosphate to (4S)-limonene Chemical Communications. 2079-2080. DOI: 10.1039/A704370H |
0.629 |
|
| 1996 |
Mohan RS, Yee NK, Coates RM, Ren YY, Stamenkovic P, Mendez I, West CA. Biosynthesis of cyclic diterpene hydrocarbons in rice cell suspensions: conversion of 9,10-syn-labda-8(17),13-dienyl diphosphate to 9beta-pimara-7,15-diene and stemar-13-ene. Archives of Biochemistry and Biophysics. 330: 33-47. PMID 8651702 DOI: 10.1006/Abbi.1996.0223 |
0.334 |
|
| 1994 |
Pyun HJ, Wagschal KC, Jung DI, Coates RM, Croteau R. Stereochemistry of the proton elimination in the formation of (+)- and (-)-alpha-pinene by monoterpene cyclases from sage (Salvia officinalis). Archives of Biochemistry and Biophysics. 308: 488-96. PMID 8109979 DOI: 10.1006/Abbi.1994.1069 |
0.387 |
|
| 1994 |
Wagschal KC, Pyun HJ, Coates RM, Croteau R. Monoterpene biosynthesis: isotope effects associated with bicyclic olefin formation catalyzed by pinene synthases from sage (Salvia officinalis). Archives of Biochemistry and Biophysics. 308: 477-87. PMID 8109978 DOI: 10.1006/Abbi.1994.1068 |
0.391 |
|
| 1993 |
Douglass SK, Juvik JA, Pyun HJ, Coates RM. Structure-activity relationships for analogs of (+)-(E)-endo-Β-bergamoten-12-oic acid, an oviposition stimulant ofHelicoverpa zea (Boddie). Journal of Chemical Ecology. 19: 11-27. PMID 24248507 DOI: 10.1007/Bf00987467 |
0.312 |
|
| 1993 |
Pyun HJ, Coates RM, Wagschal KC, McGeady P, Croteau RB. Regiospecificity and isotope effects associated with the methyl-methylene eliminations in the enzyme-catalyzed biosynthesis of (R)- and (S)-limonene Journal of Organic Chemistry. 58: 3998-4009. DOI: 10.1021/Jo00067A037 |
0.36 |
|
| 1992 |
McGeady P, Pyun HJ, Coates RM, Croteau R. Biosynthesis of monoterpenes: inhibition of (+)-pinene and (-)-pinene cyclases by thia and aza analogs of the 4R- and 4S-alpha-terpinyl carbocation. Archives of Biochemistry and Biophysics. 299: 63-72. PMID 1444453 DOI: 10.1016/0003-9861(92)90244-Q |
0.351 |
|
| 1992 |
Yee NKN, Coates RM. Total synthesis of (+)-9,10-syn- and (+)-9,10-anti-copalol via epoxy trienylsilane cyclizations Journal of Organic Chemistry. 57: 4598-4608. DOI: 10.1021/Jo00043A014 |
0.359 |
|
| 1992 |
Chu M, Coates RM. Partial synthesis of 9,10-syn-diterpenes via tosylhydrazone reduction: (-)-(9.beta.)-pimara-7,15-diene and (-)-(9.beta.)-isopimaradiene The Journal of Organic Chemistry. 57: 4590-4597. DOI: 10.1021/Jo00043A013 |
0.331 |
|
| 1992 |
Cane DE, Yang G, Coates RM, Pyun HJ, Hohn TM. Trichodiene synthase. Synergistic inhibition by inorganic pyrophosphate and aza analogs of the bisabolyl cation. The Journal of Organic Chemistry. 57: 3454-3462. DOI: 10.1021/Jo00038A040 |
0.305 |
|
| 1992 |
Steiger A, Pyun HJ, Coates RM. Synthesis and characterization of aza analogue inhibitors of squalene and geranylgeranyl diphosphate synthases Journal of Organic Chemistry. 57: 3444-3449. DOI: 10.1021/Jo00038A038 |
0.359 |
|
| 1990 |
Chang ZY, Coates RM. Enantioselective synthesis of primary amines via Grignard additions to stereogenic N-(.alpha.-phenyl-.beta.-(benzyloxy)ethyl)nitrones The Journal of Organic Chemistry. 55: 3475-3483. DOI: 10.1021/Jo00298A019 |
0.358 |
|
| 1990 |
Chang ZY, Coates RM. Diastereoselectivity of organometallic additions to nitrones bearing stereogenic N-substituents Journal of Organic Chemistry. 55: 3464-3474. DOI: 10.1021/Jo00298A018 |
0.31 |
|
| 1989 |
Rotto NT, Coates RM. Stereochemical effects in allylic rearrangements of cyclic phosphates Journal of the American Chemical Society. 111: 8941-8943. DOI: 10.1021/Ja00206A040 |
0.343 |
|
| 1987 |
Coates RM, Kang HY. Cyclization of the 1,3-dimethyl-3-vinylcyclohexyl carbonium ion: A model for tetracyclic diterpene biosynthesis Journal of the Chemical Society, Chemical Communications. 232-233. DOI: 10.1039/C39870000232 |
0.35 |
|
| 1987 |
Coates RM, Kang HY. Synthesis and evaluation of cyclobutylcarbinyl derivatives as potential intermediates in diterpene biosynthesis Journal of Organic Chemistry. 52: 2065-2074. DOI: 10.1021/Jo00386A031 |
0.352 |
|
| 1987 |
Coates RM, Denissen JF, Croteau RB, Wheeler CJ. Geminal dimethyl stereochemistry in the enzymic cyclization of geranyl pyrophosphate to (+)- and (-)-.alpha.-pinene Journal of the American Chemical Society. 109: 4399-4401. DOI: 10.1021/Ja00248A048 |
0.317 |
|
| 1987 |
Coates RM, Rogers BD, Hobbs SJ, Curran DP, Peck DR. Synthesis and Claisen rearrangement of alkoxyallyl enol ethers. Evidence for a dipolar transition state Journal of the American Chemical Society. 109: 1160-1170. DOI: 10.1021/Ja00238A028 |
0.306 |
|
| 1986 |
Coates RM, Koch SC, Hegde S. Stereochemistry of the terminating methyl .fwdarw. methylene elimination in kaurene biosynthesis Journal of the American Chemical Society. 108: 2762-2764. DOI: 10.1021/Ja00270A050 |
0.329 |
|
| 1985 |
Muskopf JW, Coates RM. Ring cleavage of cyclohexane-1,3-diones in the aldol cyclization step of Robinson annelations: a novel mechanism via oxatwistanes and .delta.-lactones Journal of Organic Chemistry. 16: 69-76. DOI: 10.1021/Jo00201A014 |
0.359 |
|
| 1985 |
Coates RM, Muskopf JW, Senter PA. Synthesis of stereoisomeric 9a-methylhydrodicyclopenta[a,d]cyclooctan-1-ones related to the ophiobolins and ceroplastins via annelative ring expansion of hydrindene precursors The Journal of Organic Chemistry. 50: 3541-3557. DOI: 10.1002/Chin.198616321 |
0.315 |
|
| 1984 |
Coates RM, Hobbs SJ. .alpha.-Alkoxyallylation of activated carbonyl compounds. A novel variant of the Michael reaction The Journal of Organic Chemistry. 49: 140-152. DOI: 10.1021/Jo00175A030 |
0.305 |
|
| 1983 |
Hegde S, Coates RM, Pearce CJ. Lithium triethylborotritide (super-tritide): a useful reagent for tritium labelling Journal of the Chemical Society, Chemical Communications. 1484-1485. DOI: 10.1039/C39830001484 |
0.321 |
|
| 1982 |
Sherwin PF, Coates RM. Stereospecificity of the oxidation of ent-kauren-19-ol to ent-kaurenal by a microsomal enzyme preparation from Marah macrocarpus Journal of the Chemical Society, Chemical Communications. 1013-1014. DOI: 10.1039/C39820001013 |
0.303 |
|
| 1982 |
Coates RM, Senter PD, Baker WR. Annelative ring expansion via intramolecular [2 + 2] photocycloaddition of .alpha.,.beta.-unsaturated .gamma.-lactones and reductive cleavage: synthesis of hydrocyclopentacyclooctene-5-carboxylates The Journal of Organic Chemistry. 47: 3597-3607. DOI: 10.1021/Jo00140A001 |
0.339 |
|
| 1982 |
Last LA, Fretz ER, Coates RM. Synthesis of polycyclic homocyclopropylcarbinols by reductive cyclization of bromocyclopropyl epoxides The Journal of Organic Chemistry. 47: 3211-3219. DOI: 10.1021/Jo00138A003 |
0.378 |
|
| 1982 |
Guilford WJ, Coates RM. Stereochemistry of casbene biosynthesis Journal of the American Chemical Society. 104: 3506-3508. DOI: 10.1021/Ja00376A045 |
0.372 |
|
| 1982 |
Coates RM, Shah SK, Mason RW. Stereoselective total synthesis of (.+-.)-gymnomitrol via reduction-alkylation of .alpha.-cyano ketones Journal of the American Chemical Society. 104: 2198-2208. DOI: 10.1021/Ja00372A016 |
0.349 |
|
| 1982 |
van Tamelen EE, Coates RM. Biogenetic-type total synthesis of (±)-farnesiferol A and (±)-farnesiferol C Bioorganic Chemistry. 11: 171-196. DOI: 10.1016/0045-2068(82)90026-8 |
0.465 |
|
| 1981 |
Beissner RS, Guilford WJ, Coates RM, Hager LP. Synthesis of brominated heptanones and bromoform by a bromoperoxidase of marine origin. Biochemistry. 20: 3724-31. PMID 7272274 DOI: 10.1021/Bi00516A009 |
0.391 |
|
| 1981 |
Van Cantfort CK, Coates RM. Deaminative rearrangements of 1-phenylthio- and 1-oxy-substituted chrysanthemylamines The Journal of Organic Chemistry. 46: 4331-4339. DOI: 10.1021/Jo00335A002 |
0.374 |
|
| 1981 |
BAKER WR, SENTER PD, COATES RM. ChemInform Abstract: SYNTHESIS OF DECAHYDROCYCLOPENTACYCLOOCTENE DERIVATIVES VIA INTRAMOLECULAR PHOTOCYCLOADDITION OF Δα,β-BUTENOLIDES AND REDUCTIVE CLEAVAGE Chemischer Informationsdienst. 12. DOI: 10.1002/Chin.198111138 |
0.339 |
|
| 1980 |
Baker WR, Senter PD, Coates RM. Synthesis of decahydrocyclopentacyclo-octene derivatives via intramolecular photocycloaddition of Δα,β-butenolides and reductive cleavage Journal of the Chemical Society, Chemical Communications. 1011-1012. DOI: 10.1039/C39800001011 |
0.403 |
|
| 1980 |
Vettel PR, Coates RM. Total synthesis of (-)-prezizaene and (-)-prezizanol The Journal of Organic Chemistry. 45: 5430-5432. DOI: 10.1021/Jo01314A062 |
0.33 |
|
| 1979 |
Coates RM, Hutchins CW. New synthesis of ethyl 2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylates via apparent 1-aza-1'-oxa[3,3]sigmatropic rearrangement The Journal of Organic Chemistry. 44: 4742-4744. DOI: 10.1021/Jo00393A070 |
0.355 |
|
| 1979 |
Coates RM, Shah SK, Mason RW. Stereoselective synthesis of (.+-.)-gymnomitrol Journal of the American Chemical Society. 101: 6765-6767. DOI: 10.1021/Ja00516A055 |
0.361 |
|
| 1979 |
Baker WR, Coates RM. Synthesis of 4,5,6,7-tetrahydro-1(3H)-isobenzofuranones by reaction of N,N-dimethyl-2-lithio-1-cyclohexenecarboxamide with aldehydes and ketones The Journal of Organic Chemistry. 44: 1022-1024. DOI: 10.1002/Chin.197928231 |
0.328 |
|
| 1977 |
Coates RM, Fretz ER. Remote and proximate substituent effects on trishomocyclopropenium ion formation in the solvolysis of methyl and phenyl substituted 9-pentacyclo[4.3.0.02,4.03,8.05,7]nonyl p-nitrobenzoates Journal of the American Chemical Society. 99: 297-299. DOI: 10.1021/Ja00443A077 |
0.322 |
|
| 1974 |
Coates RM, Pigott HD, Ollinger J. Alkylation and reduction-alkylation of α-phenylthio ketones and aldehydes Tetrahedron Letters. 15: 3955-3958. DOI: 10.1016/S0040-4039(01)92055-6 |
0.336 |
|
| 1973 |
Coates RM, Chung SK. Stereochemistry in the solvolytic ring contraction of 2,2,4a alpha-trimethyl-1-decalyl methanesulfonate. A model reaction pertaining to triterpene biogenesis. The Journal of Organic Chemistry. 38: 3677-85. PMID 4355610 DOI: 10.1002/Chin.197406206 |
0.628 |
|
| 1972 |
Coates RM, Sowerby RL. Stereoselective total synthesis of (+)-zizaene Journal of the American Chemical Society. 94: 5386-5396. DOI: 10.1021/Ja00770A040 |
0.353 |
|
| 1972 |
Sowerby RL, Coates RM. New synthetic method for ketone methylenation. Reductive elimination of phenylthiomethylcarbinyl esters Journal of the American Chemical Society. 94: 4758-4759. DOI: 10.1021/Ja00768A069 |
0.311 |
|
| 1971 |
Coates RM, Bertram EF. Biogenetic-like rearrangements of tetracyclic diterpenes The Journal of Organic Chemistry. 36: 3722-3729. DOI: 10.1021/Jo00823A013 |
0.315 |
|
| 1971 |
Coates RM, Bertram EF. Structural modifications of isosteviol. Partial synthesis of atiserene and isoatiserene The Journal of Organic Chemistry. 36: 2625-2631. DOI: 10.1021/Jo00817A014 |
0.324 |
|
| 1971 |
Coates RM, Johnson EF. Synthesis and base-catalyzed exchange of dihydrobenzazocines Journal of the American Chemical Society. 93: 4016-4027. DOI: 10.1021/Ja00745A033 |
0.36 |
|
| 1971 |
Coates RM, Sowerby RL. Site-selective geminal alkylation of ketones. Reduction-alkylation of n-butylthiomethylene derivatives Journal of the American Chemical Society. 93: 1027-1029. DOI: 10.1021/Ja00733A042 |
0.324 |
|
| 1971 |
COATES RM, SOWERBY RL. ChemInform Abstract: STELLUNGS-SELEKTIVE GEMINALE ALKYLIERUNG VON KETONEN, RED.-ALKYLIERUNG VON (N-BUTYLMERCAPTO)-METHYLEN-DERIVATEN Chemischer Informationsdienst. Organische Chemie. 2: no-no. DOI: 10.1002/Chin.197119264 |
0.312 |
|
| 1970 |
Coates RM, Chen JP. Tricyclic olefins from solvolysis of longicamphenilyl tosylate Journal of the Chemical Society D: Chemical Communications. 1481-1482. DOI: 10.1039/C29700001481 |
0.346 |
|
| 1970 |
Coates RM, Shaw JE. Reduction of .beta.-keto ester methoxymethyl enol ethers to saturated esters with lithium in liquid ammonia The Journal of Organic Chemistry. 35: 2601-2605. DOI: 10.1021/Jo00833A027 |
0.302 |
|
| 1970 |
Coates RM, Shaw JE. Stereoselective total synthesis of (+-)-eremoligenol, (+-)-eremophilene, (+-) ,-valerianol, and (+-)-valencene The Journal of Organic Chemistry. 35: 2597-2601. DOI: 10.1021/Jo00833A026 |
0.354 |
|
| 1970 |
Coates RM, Melvin LS. Total synthesis of (+-)-karahana ether The Journal of Organic Chemistry. 35: 865-867. DOI: 10.1021/Jo00828A088 |
0.356 |
|
| 1970 |
Coates RM, Shaw JE. Total synthesis of (+-)-calarene Journal of the American Chemical Society. 92: 5657-5664. DOI: 10.1021/Ja00722A019 |
0.33 |
|
| 1970 |
Coates R, Freidinger R. Total synthesis of (±)-sesquicarene Tetrahedron. 26: 3487-3493. DOI: 10.1016/S0040-4020(01)92928-X |
0.32 |
|
| 1970 |
Coates RM, Melvin LS. Total synthesis of (±)-marmin and related coumarin monoterpenes Tetrahedron. 26: 5699-5706. DOI: 10.1016/0040-4020(70)80006-0 |
0.308 |
|
| 1969 |
Coates RM, Freidinger RM. Total synthesis of sesquicarene Journal of the Chemical Society D: Chemical Communications. 871-872. DOI: 10.1039/C29690000871 |
0.373 |
|
| 1969 |
Coates RM, Bertram EF. Biogenetic-like rearrangements of isosteviol derivatives: π-route to the atiserene system Journal of the Chemical Society D: Chemical Communications. 797-798. DOI: 10.1039/C29690000797 |
0.343 |
|
| 1968 |
Coates RM, Shaw JE. Stereoselectivity in the synthesis of cis- and trans-4,4a-dimethyl-2-octalone derivatives Chemical Communications (London). 47-48. DOI: 10.1039/C19680000047 |
0.329 |
|
| 1968 |
Coates RM, Bertram EF. Biogenetic-like rearrangements of isosteviol derivatives a partial synthesis of trachylobane Tetrahedron Letters. 9: 5145-5148. DOI: 10.1016/S0040-4039(00)72305-7 |
0.377 |
|
| 1967 |
Coates RM. On the friedelene-oleanene rearrangement Tetrahedron Letters. 8: 4143-4146. DOI: 10.1016/S0040-4039(01)89709-4 |
0.306 |
|
| 1966 |
Van Tamelen EE, Coates RM. Biogentic-type synthesis of (±)-farnesiferol A and (±)-farnesiferol C Chemical Communications (London). 413-415. DOI: 10.1039/C19660000413 |
0.463 |
|
| 1966 |
Saltiel J, Coates RM, Dauben WG. Photochemical Cycloaddition of 2,3-Dimethyl-1,3-butadiene and 1,2-Dimethylcyclobutene to Benzophenone1,2 Journal of the American Chemical Society. 88: 2745-2748. DOI: 10.1021/ja00964a024 |
0.631 |
|
| 1966 |
Saltiel J, Coates RM, Dauben WG. Photochemical cycloaddition of 2,3-dimethyl-1,3-butadiene and 1,2-dimethylcyclobutene to benzophenone Journal of the American Chemical Society. 88: 2745-2748. DOI: 10.1021/Ja00964A024 |
0.662 |
|
| 1966 |
Dauben WG, Cargill RL, Coates RM, Saltiel J. The Direct and Sensitized Irradiation of Acyclic Dienes1-3 Journal of the American Chemical Society. 88: 2742-2745. DOI: 10.1021/Ja00964A023 |
0.712 |
|
| 1965 |
Dauben WG, Coates RM, Vietmeyer ND, Durham LJ, Djerassi C. Conformational studies of cis-10-methyl-2-decalones Experientia. 21: 565-566. DOI: 10.1007/Bf02151531 |
0.424 |
|
| 1964 |
Dauben WG, Coates RM. Photochemical Transformations. XVII.1The Photochemistry of Palustric Acid2 The Journal of Organic Chemistry. 29: 2761-2764. DOI: 10.1021/jo01032a504 |
0.377 |
|
| 1964 |
Dauben WG, Coates RM. Photochemical transformations. XVII. The photochemistry of palustric acid Journal of Organic Chemistry. 29: 2761-2764. DOI: 10.1021/Jo01032A504 |
0.449 |
|
| 1964 |
Dauben WG, Coates RM. Photochemical Transformations. XVI.1The Structure of Photolevopimaric Acid2 Journal of the American Chemical Society. 86: 2490-2496. DOI: 10.1021/ja01066a036 |
0.39 |
|
| 1964 |
Dauben WG, Coates RM. Photochemical transformations. XVI. The structure of photolevopimaric acid Journal of the American Chemical Society. 86: 2490-2496. DOI: 10.1021/Ja01066A036 |
0.46 |
|
| 1963 |
Dauben WG, Coates RM. Determination of the Configuration of C-9 in Levopimaric Acid1 The Journal of Organic Chemistry. 28: 1698-1699. DOI: 10.1021/jo01041a502 |
0.421 |
|
| 1963 |
Dauben WG, Coates RM. Determination of the configuration of C-9 in levopimaric acid Journal of Organic Chemistry. 28: 1698-1699. DOI: 10.1021/Jo01041A502 |
0.487 |
|
| Show low-probability matches. |
