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Michael Doyle

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TOP 3
Xinfang Xu; Xichen Xu; Peter Y Zavalij; Michael P Doyle
Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone.
Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives.
Xichen Xu; Peter Y Zavalij; Yu Qian; Michael P Doyle
Highly selective catalyst-dependent competitive 1,2-C→C, -O→C, and -N→C migrations from β-methylene-β-silyloxy-β-amido-α-diazoacetates.

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All Publications

2013: Xinfang Xu; Xichen Xu; Peter Y Zavalij; Michael P Doyle
Dirhodium(II)-catalyzed formal [3+2+1]-annulation of azomethine imines with two molecules of a diazo ketone.
Chemical communications (Cambridge, England) 2013;49(27):2762-4.
2013: Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Vinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives.
The Journal of organic chemistry 2013;78(4):1583-8.
2013: Xichen Xu; Peter Y Zavalij; Yu Qian; Michael P Doyle
Highly selective catalyst-dependent competitive 1,2-C→C, -O→C, and -N→C migrations from β-methylene-β-silyloxy-β-amido-α-diazoacetates.
Journal of the American Chemical Society 2013;135(4):1244-7.
2012: Xinfang Xu; Peter Y Zavalij; Wenhao Hu; Michael P Doyle
Efficient synthesis of oxazoles by dirhodium(II)-catalyzed reactions of styryl diazoacetate with oximes.
Chemical communications (Cambridge, England) 2012;48(94):11522-4.
2012: Maxim O Ratnikov; Linda E Farkas; Michael P Doyle
Tandem sequence of phenol oxidation and intramolecular addition as a method in building heterocycles.
The Journal of organic chemistry 2012;77(22):10294-303.
2012: Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Synthesis of tetrahydropyridazines by a metal-carbene-directed enantioselective vinylogous N-H insertion/Lewis acid-catalyzed diastereoselective Mannich addition.
Angewandte Chemie (International ed. in English) 2012;51(39):9829-33.
2012: Huang Qiu; Li Zan; Chang-Wei Zhai; Michael P Doyle; Li-Qin Jiang; Ming Li; Feng-Ping Lv; Wen-Hao Hu
Highly enantioselective trapping of zwitterionic intermediates by imines.
Nature chemistry 2012;4(9):733-8.
2012: Yu Liu; Michael P Doyle
Michael addition/pericyclization/rearrangement--a multicomponent strategy for the synthesis of substituted resorcinols.
Organic & biomolecular chemistry 2012;10(31):6388-94.
2012: Michael P Doyle; Karen I Goldberg
C-H functionalization.
Accounts of chemical research 2012;45(6):777.
2012: Xinfang Xu; Peter Y Zavalij; Dmitry Shabashov; Michael P Doyle
Substrate-dependent divergent outcomes from catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides: azabicyclo[3.1.0]hexanes or 5-arylaminofuran-2(3H)-ones.
The Journal of organic chemistry 2012;77(12):5313-7.
2012: Yu Qian; Xiaochen Wang; Xinfang Xu; Peter J Zavalij; Wenhao Hu; Michael P Doyle
Rhodium(II)- and copper(II)-catalyzed reactions of enol diazoacetates with nitrones: metal carbene versus Lewis acid directed pathways.
Angewandte Chemie (International ed. in English) 2012;51(24):5900-3.
2012: Xiaochen Wang; Peter Y Zavalij; Quentin M Abrahams; Michael P Doyle
Highly regio- and stereoselective dirhodium vinylcarbene induced nitrone cycloaddition with subsequent cascade carbenoid aromatic cycloaddition/N-O cleavage and rearrangement.
Angewandte Chemie (International ed. in English) 2012;51(24):5907-10.
2012: Deana M Jaber; Peter Y Zavalij; Ryan N Burgin; Matthew Helper; Michael P Doyle
Competitive [2,3]- and [1,2]-oxonium ylide rearrangements. Concerted or stepwise?
Organic letters 2012;14(7):1676-9.
2012: Xinfang Xu; Peter Y Zavalij; Dmitry Shabashov; Michael P Doyle
Unexpected catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides that form 5-arylaminofuran-2(3H)-one-4-carboxylates.
Organic letters 2012;14(3):800-3.
2012: Abeer S Elsherbiny; Sahar H El-Khalafy; Michael P Doyle
Degradation of azo dye with dirhodium(II) caprolactamate as heterogeneous catalyst.
Water science and technology : a journal of the International Association on Water Pollution Research 2012;65(12):2175-82.
2011: Xinfang Xu; Peter Y Zavalij; Maxim O Ratnikov; Michael P Doyle
Multifunctionalized 3-hydroxypyrroles in a three-step, one-pot cascade process from methyl 3-TBSO-2-diazo-3-butenoate and nitrones.
Organic letters 2011;13(22):6122-5.
2011: Xiaochen Wang; Xinfang Xu; Peter Y Zavalij; Michael P Doyle
Asymmeric formal [3 + 3]-cycloaddition reactions of nitrones with electrophilic vinylcarbene intermediates.
Journal of the American Chemical Society 2011;133(41):16402-5.
2011: Xichen Xu; Michael P Doyle
Enantiomer recognition of amides by dirhodium(II) tetrakis[methyl 2-oxopyrrolidine-5(S)-carboxylate].
Inorganic chemistry 2011;50(16):7610-7.
2011: Deana M Jaber; Peter Y Zavalij; Ryan N Burgin; Matthew Hepler; Michael P Doyle
Control of selectivity in the generation and reactions of oxonium ylides.
Chemical communications (Cambridge, England) 2011;47(27):7623-5.
2011: Xinfang Xu; Wen-Hao Hu; Michael P Doyle
Highly enantioselective catalytic synthesis of functionalized chiral diazoacetoacetates.
Angewandte Chemie (International ed. in English) 2011;50(28):6392-5.
2011: Xiaochen Wang; Carolin Weigl; Michael P Doyle
Solvent enhancement of reaction selectivity: a unique property of cationic chiral dirhodium carboxamidates.
Journal of the American Chemical Society 2011;133(24):9572-9.
2011: Michael P Doyle; Maxim Ratnikov; Yu Liu
Intramolecular catalytic asymmetric carbon-hydrogen insertion reactions. Synthetic advantages in total synthesis in comparison with alternative approaches.
Organic & biomolecular chemistry 2011;9(11):4007-16.
2011: Maxim O Ratnikov; Linda E Farkas; Emily C McLaughlin; Grace Chiou; Hojae Choi; Sahar H el-Khalafy; Michael P Doyle
Dirhodium-catalyzed phenol and aniline oxidations with T-HYDRO. Substrate scope and mechanism of oxidation.
The Journal of organic chemistry 2011;76(8):2585-93.
2010: Yu Liu; Kanwarpal Bakshi; Peter Y Zavalij; Michael P Doyle
Pericyclic reaction of a zwitterionic salt of an enedione-diazoester. A novel strategy for the synthesis of highly functionalized resorcinols.
Organic letters 2010;12(19):4304-7.
2010: Lei Zhou; Michael P Doyle
Stereoselective synthesis of highly functionalized alpha-diazo-beta-ketoalkanoates via catalytic one-pot Mukaiyama-Aldol reactions.
Organic letters 2010;12(4):796-9.
2010: Michael P Doyle; Richard Duffy; Maxim Ratnikov; Lei Zhou
Catalytic carbene insertion into C-H bonds.
Chemical reviews 2010;110(2):704-24.
2010: Michael P Doyle
The evolving nature of chemical education: challenges and opportunities.
Future medicinal chemistry 2010;2(2):247-9.
2009: Lei Zhou; Michael P Doyle
Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.
The Journal of organic chemistry 2009;74(23):9222-4.
2009: Xiaochen Wang; Zhuoyan Li; Michael P Doyle
Barriers to enantiocontrol in Lewis acid catalyzed hetero-Diels-Alder reactions.
Chemical communications (Cambridge, England) 2009;(37):5612-4.
2009: Jian-Hua Xie; Lei Zhou; Peter Y Zavalij; Michael P Doyle; Yinxin Sun; Yang Liu; Huai Sun
Conformational isomers of extraordinary stability: carboxamidate-bridged dimetalloorganic compounds.
Chemical communications (Cambridge, England) 2009;(21):3005-7.
2009: Jian-Hua Xie; Lei Zhou; Conrad Lubek; Michael P Doyle
Hetero-bis(sigma-aryl)dirhodium(III) caprolactamates. Electronic communication between aryl groups through dirhodium(III).
Dalton transactions (Cambridge, England : 2003) 2009;(15):2871-7.
2009: Mark T Gladwin; Rozalina Grubina; Michael P Doyle
The new chemical biology of nitrite reactions with hemoglobin: R-state catalysis, oxidative denitrosylation, and nitrite reductase/anhydrase.
Accounts of chemical research 2009;42(1):157-67.
2009: Emily C McLaughlin; Hojae Choi; Kan Wang; Grace Chiou; Michael P Doyle
Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: the role of the tert-butylperoxy radical.
The Journal of organic chemistry 2009;74(2):730-8.
2009: Michael P Doyle
Exceptional selectivity in cyclopropanation reactions catalyzed by chiral cobalt(II)-porphyrin catalysts.
Angewandte Chemie (International ed. in English) 2009;48(5):850-2.
2008: Jian-Hua Xie; Jason M Nichols; Conrad Lubek; Michael P Doyle
Synthesis of bis(sigma-aryl)dirhodium(III) caprolactamates by oxidative arylation with arylboronic acids.
Chemical communications (Cambridge, England) 2008;(23):2671-3.
2008: Emily C McLaughlin; Michael P Doyle
Propargylic oxidations catalyzed by dirhodium caprolactamate in water: efficient access to alpha,beta-acetylenic ketones.
The Journal of organic chemistry 2008;73(11):4317-9.
2008: Yu Liu; Yu Zhang; Noel Jee; Michael P Doyle
Construction of highly functionalized diazoacetoacetates via catalytic Mukaiyama-Michael reactions.
Organic letters 2008;10(8):1605-8.
2008: Yuanhua Wang; Joffrey Wolf; Peter Y Zavalij; Michael P Doyle
Cationic chiral dirhodium carboxamidates are activated for Lewis acid catalysis.
Angewandte Chemie (International ed. in English) 2008;47(8):1439-42.
2007: Hojae Choi; Michael P Doyle
Optimal TBHP allylic oxidation of Delta5-steroids catalyzed by dirhodium caprolactamate.
Organic letters 2007;9(26):5349-52.
2007: Jason M Nichols; Joffrey Wolf; Peter Y Zavalij; Bindhu Varughese; Michael P Doyle
Bis(phenyl)dirhodium(III) caprolactamate: a dinuclear paddlewheel complex with no metal-metal bond.
Journal of the American Chemical Society 2007;129(12):3504-5.
2007: Hojae Choi; Michael P Doyle
Oxidation of secondary amines catalyzed by dirhodium caprolactamate.
Chemical communications (Cambridge, England) 2007;(7):745-7.
2006: Darren Bykowski; Kou-Hui Wu; Michael P Doyle
Vinyldiazolactone as a vinylcarbene precursor: Highly selective C-H insertion and cyclopropanation reactions.
Journal of the American Chemical Society 2006;128(50):16038-9.
2006: Michael P Doyle
Perspective on dirhodium carboxamidates as catalysts.
The Journal of organic chemistry 2006;71(25):9253-60.
2006: Thomas M Weathers; Yuanhua Wang; Michael P Doyle
Polyether macrocycles from intramolecular cyclopropanation and ylide formation. Effect of catalyst and coordination.
The Journal of organic chemistry 2006;71(21):8183-9.
2006: Arthur J Catino; Jason M Nichols; Brian J Nettles; Michael P Doyle
The oxidative mannich reaction catalyzed by dirhodium caprolactamate.
Journal of the American Chemical Society 2006;128(17):5648-9.
2006: Qiang Tu; Tiebang Wang; Christopher J Welch; Peng Wang; Xiujuan Jia; Conrad Raab; Xiaodong Bu; Darren Bykowski; Benjamin Hohenstaufen; Michael P Doyle
Identification and characterization of isomeric intermediates in a catalyst formation reaction by means of speciation analysis using HPLC-ICPMS and HPLC-ESI-MS.
Analytical chemistry 2006;78(4):1282-9.
2005: Michael P Doyle; Kousik Kundu; Albert E Russell
Catalytic addition methods for the synthesis of functionalized diazoacetoacetates and application to the construction of highly substituted cyclobutanones.
Organic letters 2005;7(23):5171-4.
2005: Arthur J Catino; Jason M Nichols; Hojae Choi; Sidhartha Gottipamula; Michael P Doyle
Benzylic oxidation catalyzed by dirhodium(II,III) caprolactamate.
Organic letters 2005;7(23):5167-70.
2005: Michael P Doyle; Yuanhua Wang; Pejman Ghorbani; Erhard Bappert
Amplification of asymmetric induction in sequential reactions of bis-diazoacetates catalyzed by chiral dirhodium(II) carboxamidates.
Organic letters 2005;7(22):5035-8.
2005: John P Morgan; Kousik Kundu; Michael P Doyle
A readily prepared neutral heterobimetallic titanium(IV)-rhodium(I) catalyst for intramolecular hydroacylation.
Chemical communications (Cambridge, England) 2005;(26):3307-9.
2005: Michael P Doyle; John P Morgan; James C Fettinger; Peter Y Zavalij; John T Colyer; Daren J Timmons; Michael D Carducci
"Matched/mismatched" diastereomeric dirhodium(II) carboxamidate catalyst pairs. Structure-selectivity correlations in diazo decomposition and hetero-Diels-Alder reactions.
The Journal of organic chemistry 2005;70(13):5291-301.
2005: Arthur J Catino; Jason M Nichols; Raymond E Forslund; Michael P Doyle
Efficient aziridination of olefins catalyzed by mixed-valent dirhodium(II,III) caprolactamate.
Organic letters 2005;7(13):2787-90.
2004: Ming Yan; Neil Jacobsen; Wenhao Hu; Luisa S Gronenberg; Michael P Doyle; John T Colyer; Darren Bykowski
Stereoselective synthesis of bicyclic pyrrolidines by a rhodium-catalyzed cascade process.
Angewandte Chemie (International ed. in English) 2004;43(48):6713-6.
2004: Arthur J Catino; Raymond E Forslund; Michael P Doyle
Dirhodium(II) caprolactamate: an exceptional catalyst for allylic oxidation.
Journal of the American Chemical Society 2004;126(42):13622-3.
2004: Albert E Russell; Jonathan Brekan; Luisa Gronenberg; Michael P Doyle
Divergence of carbonyl ylide reactions as a function of diazocarbonyl compound and aldehyde substituent: dioxolanes, dioxolenes, and epoxides.
The Journal of organic chemistry 2004;69(16):5269-74.
2004: Chong-Dao Lu; Zhi-Yong Chen; Hui Liu; Wen-Hao Hu; Ai-Qiao Mi; Michael P Doyle
A facile three-component one-pot synthesis of structurally constrained tetrahydrofurans that are t-RNA synthetase inhibitor analogues.
The Journal of organic chemistry 2004;69(14):4856-9.
2004: Michael P Doyle; Marcela Valenzuela; Penglin Huang
Asymmetric hetero-Diels-Alder reaction catalyzed by dirhodium(II) carboxamidates.
Proceedings of the National Academy of Sciences of the United States of America 2004;101(15):5391-5.
2003: Yuanhua Wang; Yanxin Zhu; Zhiyong Chen; Ai-Qiao Mi; Wenhao Hu; Michael P Doyle
A novel three-component reaction catalyzed by dirhodium(II) acetate: decomposition of phenyldiazoacetate with arylamine and imine for highly diastereoselective synthesis of 1,2-diamines.
Organic letters 2003;5(21):3923-6.
2003: Michael P Doyle; Wenhao Hu; Thomas M Weathers
Comparative enantiocontrol with allyl phenyldiazoacetates in asymmetric catalytic intramolecular cyclopropanation.
Chirality 2003;15(4):369-73.
2003: Michael P Doyle; Ming Yan; Wenhao Hu; Luisa S Gronenberg
Highly selective catalyst-directed pathways to dihydropyrroles from vinyldiazoacetates and imines.
Journal of the American Chemical Society 2003;125(16):4692-3.
2003: Michael P Doyle; Ming Yan; Han-Mou Gau; Erich C Blossey
Catalysts with mixed ligands on immobilized supports. Electronic and steric advantages.
Organic letters 2003;5(4):561-3.
2003: Michael P Doyle; Wenhao Hu; Andrew G H Wee; Zhongyi Wang; Sammy C Duncan
Influences of catalyst configuration and catalyst loading on selectivities in reactions of diazoacetamides. Barrier to equilibrium between diastereomeric conformations.
Organic letters 2003;5(4):407-10.
2002: Toni Kline; Niels H Andersen; Eric A Harwood; Jason Bowman; Andre Malanda; Stephanie Endsley; Alice L Erwin; Michael P Doyle; Susan Fong; Alex L Harris; Brian Mendelsohn; Khisimuzi Mdluli; Christian R H Raetz; C Kendall Stover; Pamela R Witte; Asha Yabannavar; Shuguang Zhu
Potent, novel in vitro inhibitors of the Pseudomonas aeruginosa deacetylase LpxC.
Journal of medicinal chemistry 2002;45(14):3112-29.
2002: Michael P Doyle; Wenhao Hu; Marcela V Valenzuela
Total synthesis of (S)-(+)-imperanene. Effective use of regio- and enantioselective intramolecular carbon-hydrogen insertion reactions catalyzed by chiral dirhodium(II) carboxamidates.
The Journal of organic chemistry 2002;67(9):2954-9.
2002: Wenhao Hu; Daren J Timmons; Michael P Doyle
In search of high stereocontrol for the construction of cis-disubstituted cyclopropane compounds. Total synthesis of a cyclopropane-configured urea-PETT analogue that is a HIV-1 reverse transcriptase inhibitor.
Organic letters 2002;4(6):901-4.
2002: Michael P Doyle; Wenhao Hu
Enantioselective carbon-hydrogen insertion is an effective and efficient methodology for the synthesis of (R)-(-)-baclofen.
Chirality 2002;14(2-3):169-72.
2002: Michael P Doyle; Ming Yan
Effective and highly stereoselective coupling with vinyldiazomethanes to form symmetrical trienes.
The Journal of organic chemistry 2002;67(2):602-4.
2001: Michael P Doyle; S B Davies; E J May
High selectivity from configurational match/mismatch in carbon-hydrogen insertion reactions of steroidal diazoacetates catalyzed by chiral dirhodium(II) carboxamidates.
The Journal of organic chemistry 2001;66(24):8112-9.
2001: Michael P Doyle; Wenhao Hu; Daren J Timmons
Highly stereoselective syntheses of five- and seven-membered ring heterocycles from ylides generated by catalytic reactions of styryldiazoacetates with aldehydes and imines.
Organic letters 2001;3(23):3741-4.
2001: Michael P Doyle; I M Phillips; Wenhao Hu
A new class of chiral lewis acid catalysts for highly enantioselective hetero-Diels-Alder reactions: exceptionally high turnover numbers from dirhodium(II) carboxamidates.
Journal of the American Chemical Society 2001;123(22):5366-7.
2001: Michael P Doyle; Wenhao Hu; Daren J Timmons
Epoxides and aziridines from diazoacetates via ylide intermediates.
Organic letters 2001;3(6):933-5.
2000: Michael P Doyle; Wenhao Hu
Selectivity in reactions of allyl diazoacetates as a function of catalyst and ring size from gamma-lactones to macrocyclic lactones.
The Journal of organic chemistry 2000;65(26):8839-47.
2000: Michael P Doyle; Wenhao Hu; I M Phillips; Andrew G H Wee
A new approach to macrocyclization via alkene formation in catalytic diazo decomposition. Synthesis of patulolides A and B.
Organic letters 2000;2(12):1777-9.
2000: Michael P Doyle; S B Davies; Wenhao Hu
Dirhodium(II) tetrakis[methyl 2-oxaazetidine-4-carboxylate]: a chiral dirhodium(II) carboxamidate of exceptional reactivity and selectivity.
Organic letters 2000;2(8):1145-7.
1999: Michael P Doyle
Control of enantioselectivity in catalytic metal carbene reactions.
Enantiomer 1999;4(6):621-32.
1991: R C Smith; J Z Gore; Michael P Doyle
Degradation of uric acid during autocatalytic oxidation of oxyhemoglobin induced by sodium nitrite.
Free radical biology & medicine 1991;11(4):373-7.
1985: Michael P Doyle; J G Herman; R L Dykstra
Autocatalytic oxidation of hemoglobin induced by nitrite: activation and chemical inhibition.
Journal of free radicals in biology & medicine 1985;1(2):145-53.
1984: Judith Mary Nocek; Donald M Kurtz; R A Pickering; Michael P Doyle
Oxidation of deoxyhemerythrin to semi-methemerythrin by nitrite.
The Journal of biological chemistry 1984;259(20):12334-8.
1984: Michael P Doyle; R A Pickering; J da Conceição
Structural effects in alkyl nitrite oxidation of human hemoglobin.
The Journal of biological chemistry 1984;259(1):80-7.
1982: Michael P Doyle; R A Pickering; R L Dykstra; C L Nelson; R F Boyer
Involvement of peroxide and superoxide in the oxidation of hemoglobin by nitrite.
Biochemical and biophysical research communications 1982;105(1):127-32.
1981: Michael P Doyle; D M LePoire; R A Pickering
Oxidation of hemoglobin and myoglobin by alkyl nitrites inhibition by oxygen.
The Journal of biological chemistry 1981;256(23):12399-404.
1981: Michael P Doyle; R A Pickering; T M DeWeert; J W Hoekstra; D Pater
Kinetics and mechanism of the oxidation of human deoxyhemoglobin by nitrites.
The Journal of biological chemistry 1981;256(23):12393-8.
1981: Michael P Doyle; J W Hoekstra
Oxidation of nitrogen oxides by bound dioxygen in hemoproteins.
Journal of inorganic biochemistry 1981;14(4):351-8.