MacMillan, David - Princeton University

个人简介

Dave MacMillan was born in Bellshill, Scotland and received his undergraduate degree in chemistry from the University of Glasgow, where he worked with Dr. Ernie Colvin. In 1990, he began his doctoral studies with Professor Larry Overman at the University of California, Irvine, before undertaking a postdoctoral position with Professor Dave Evans at Harvard University in 1996. He began his independent career at the University of California, Berkeley in 1998 before moving to Caltech in 2000 as the Earle C. Anthony Chair of Organic Chemistry. In 2006, Dave moved to Princeton University as the A. Barton Hepburn Professor of Chemistry. He served as Department Chair from 2010–15, and is currently the James S. McDonnell Distinguished University Professor of Chemistry. Dave shares the 2021 Nobel Prize in Chemistry with Benjamin List “for the development of asymmetric organocatalysis”. CAREER AUGUST 2011 Appointed as James S. McDonnell Distinguished University Professor of Chemistry at Princeton University. JULY 2010 Appointed as Chairperson of the Department of Chemistry at Princeton University. JULY 2006 Appointed as Director of the Merck Center for Catalysis at Princeton University. JUNE 2006 Appointed as the A. Barton Hepburn Professor of Chemistry at Princeton University. SEPT 2004 Appointed as Earle C. Anthony Professor of Chemistry at California Institute of Technology. JUNE 2000 Joined the department of chemistry at the California Institute of Technology. JULY 1998 Dave began his independent research career at the University of California, Berkeley. 1996-1998 Postdoctoral research fellow with Professor David A. Evans at Harvard University. 1991-1996 Doctoral studies with Professor Larry E. Overman at the University of California, Irvine. 1987-1991 Undergraduate degree in chemistry at the University of Glasgow.

研究领域

The pursuit of new concepts in catalysis: organocatalysis, cascade, synergistic, photoredox and metallaphotoredox catalysis and the application of such to the total synthesis of natural products and pharmaceuticals. Leveraging photocatalysis to investigate complex biological environments.

近期论文

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Nature 2024, ASAP.Unlocking Carbene Reactivity by Metallaphotoredox α-Elimination.B. T. Boyle, N. W. Dow, C. B. Kelly, M. C. Bryan, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 12300-12309.Engaging Alkenes in Metallaphotoredox: A Triple Catalytic, Radical Sorting Approach to Olefin-Alcohol Cross Coupling Q. Cai†, I. M. McWhinnie†, N. W. Dow†, A. Chan, D. W. C. MacMillan Cell. Chem. Biol. 2024, ASAP.Current advances in photocatalytic proximity labeling S. D. Knutson, B. F. Buksh, S. W. Huth, D. C. Morgan, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 15693-15700 Triple Radical Sorting: Aryl-Alyklation of Alkenes J. Z. Wang†, E. Mao†, J. A. Nguyen, W. L. Lyon, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 15681-15687. Free-Radical Deoxygenative Amination of Alcohols via Copper Metallaphotoredox Catalysis W. P. Carson II†, A. V. Tsymbal†, R. W. Pipal, G. A. Edwards, J. R. Martinelli, A. Cabré, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 7942-7949. Development of a General Organophosphorus Radical Trap: Deoxyphosphonylation of Alcohols N. B. Bissonnette, N. Bisballe, A. V. Tran, J. A. Rossi-Ashton, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 5067-5073. Direct Bioisostere Replacement Enabled by Metallaphotoredox Deoxydifluoromethylation E. Mao†, C. N. P. Kullmer†, H. A. Sakai, D. W. C. MacMillan Nature 2024, ASAP.Couple-close Construction of Polycyclic Rings from Diradicals A. Long†, C. J. Oswood†, C. B. Kelly, M. C. Bryan, D. W. C. MacMillan Nature 2024, ASAP.Alkene Dialkylation by Triple Radical Sorting J. Z. Wang†, W. L. Lyon†, D. W. C. MacMillan J. Am. Chem. Soc. 2024, 146, 5067-5073.Direct Bioisostere Replacement Enabled by Metallaphotoredox Deoxydifluoromethylation E. Mao†, C. N. P. Kullmer†, H. A. Sakai, D. W. C. MacMillan J. Am. Chem. Soc. 2024, ASAP.Development of a General Organophosphorus Radical Trap: Deoxyphosphonylation of Alcohols N. B. Bissonnette, N. Bisballe, A. V. Tran, J. A. Rossi-Ashton, D. W. C. MacMillan Science 2023, 382, 191–197 Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis A. Y. Chan†, A. Ghosh†, J. T. Yarranton, J. Twilton, J. Jin, D. M. Arias-Rotondo, H. A. Sakai, J. K. McCusker*, and D. W. C. MacMillan* J. Am. Chem. Soc., 2023, ASAP One-Pot Synthesis of Sulfonamides from Unactivated Acids and Amines via Aromatic Decarboxylative Halosulfonylation P. S. Pedersen, D. C. Blakemore, G. M. Chinigo, T. Knauber, D. W. C. MacMillan J. Am. Chem. Soc., 2023, 145, 20767-20774 Photoredox Catalysis-Enabled Sulfination of Alcohols and Bromides W. P. Carson II, P. J. Sarver, N. S. Goudy, D. W. C. MacMillan ChemRxiv, Preprint Development of a General Organophosphorus Radical Trap: Deoxyphosphonylation of Alcohols N. B. Bissonnette, N. Bisballe, A. V. Tran, J. A. Rossi-Ashton, and D. W. C. MacMillan J. Am. Chem. Soc. 2023, ASAP. Rapid and Modular Access to Quaternary Carbons from Tertiary Alcohols via Bimolecular Homolytic Substitution C. A. Gould, A. L. Pace, and D. W. C. MacMillan J. Am. Chem. Soc. 2023, ASAP. μMap Photoproximity Labeling Enables Small Molecule Binding Site Mapping S. W. Huth, J. V. Oakley, C. P. Seath, J. B. Geri, A. D. Trowbridge, D. L. Parker, Jr., F. P. Rodriguez-Rivera, A. G. Schwaid, C. Ramil, K. A. Ryu, C. H. White, O. O. Fadeyi, R. C. Oslund, and D. W. C. MacMillan Org. Lett. ASAP Redefining the Synthetic Logic of Medicinal Chemistry. Photoredox- Catalyzed Reactions as a General Tool for Aliphatic Core Functionalization D. F. Fernández*, M. González-Esguevillas*, S. Keess, F. Schäfer, J. Mohr, A. Shavnya, T. Knauber, D. C. Blakemore, and D. W. C. MacMillan Nature 2023, 618, 513–518 General Access to Cubanes as Benzene Bioisosteres M. P. Wiesenfeldt,† J. A. Rossi-Ashton,† I. B. Perry,† J. Diesel, O. L. Garry, F. Bartels, S. C. Coote, X. Ma, C. S. Yeung, D. J. Bennett and D. W. C. MacMillan Nature 2023, 616, 574–580 Tracking chromatin state changes using nanoscale photo-proximity labelling C. P. Seath,† A. J. Burton,† X. Sun, G. Lee, R. E. Kleiner, D. W. C. MacMillan,* and T. W. Muir* J. Am. Chem. Soc. 2023, ASAP. Expedient Access to Underexplored Chemical Space: Deoxygenative C(sp3)–C(sp3) Cross-Coupling W. L. Lyon and D. W. C. MacMillan Nature 2023,Tracking chromatin state changes using nanoscale photo-proximity labelling C. P. Seath,† A. J. Burton,† X. Sun, G. Lee, R. E. Kleiner, D. W. C. MacMillan,* and T. W. Muir* Nature 2023,General Access to Cubanes as Benzene Bioisosteres M. P. Wiesenfeldt,† J. A. Rossi-Ashton,† I. B. Perry,† J. Diesel, O. L. Garry, F. Bartels, S. C. Coote, X. Ma, C. S. Yeung, D. J. Bennett and D. W. C. MacMillan J. Am. Chem. Soc. 2023, 145, 2787−2793 Late-Stage C(sp3)−H Methylation of Drug Molecules E. Mao and D. W. C. MacMillan J. Am. Chem. Soc. 2023, 145, 3092−3100 Rapid Access to 2‐Substituted Bicyclo[1.1.1]pentanes O. L. Garry,† M. Heilmann,† J. Chen, Y. Liang, X. Zhang, X. Ma, C. S. Yeung, D. J. Bennett, and D. W. C. MacMillan J. Am. Chem. Soc. 2022, ASAP A Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids T. Q. Chen,* P. S. Pedersen,* N. W. Dow, R. Fayad, C. E. Hauke, M. C. Rosko, E. O. Danilov, D. C. Blakemore, A.-M. Dechert-Schmitt, T. Knauber, F. N. Castellano, and D. W. C. MacMillan Science 2022, 376, 532–539 Accelerating reaction generality and mechanistic insight through additive mapping C. N. Prieto Kullmer,* J. A. Kautzky,* S. W. Krska, T. Nowak, S. D. Dreher, D. W. C. MacMillan Acc. Chem. Res. 2022, ASAP Bioinspired Supercharging of Photoredox Catalysis for Applications in Energy and Chemical Manufacturing A. Millet, P. T. Cesana, K. Sedillo, M. J. Bird, G. S. Schlau-Cohen, A. G. Doyle, D. W. C. MacMillan,* and G. D. Scholes* J. Am. Chem. Soc. 2022, ASAP Nontraditional Fragment Couplings of Alcohols and Carboxylic Acids: C(sp3)–C(sp3) Cross-Coupling via Radical Sorting H. A. Sakai and D. W. C. MacMillan J. Am. Chem. Soc. 2022, ASAP μMap-Red: Proximity Labeling by Red Light Photocatalysis B. F. Buksh, S. D. Knutson, J. V. Oakley, N. B. Bissonnette, D. G. Oblinsky, M. P. Schwoerer, C. P. Seath, J. B. Geri, F. P. Rodriguez-Rivera, D. L. Parker, G. D. Scholes, A. Ploss, and D. W. C. MacMillan J. Am. Chem. Soc. 2022, ASAP Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis N. W. Dow, P. S. Pedersen, T. Q. Chen, D. C. Blakemore, A.-M. Dechert-Schmitt, T. Knauber, and D. W. C. MacMillan Chem. Rev. 2022, 122, 1485–1542 Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis A. Y. Chan,* I. B. Perry,* N. B. Bissonnette, B. F. Buksh, G. A. Edwards, L. I. Frye, O. L. Garry, M. N. Lavagnino, B .X. Li, Y. Liang, E. Mao, A. Millet, J. V. Oakley, Nic. L. Reed, H. A. Sakai, C. P. Seath, and D. W. C. MacMillan J. Am. Chem. Soc. 2022, 144, 93–98 Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols C. J. Oswood and D. W. C. MacMillan Science 2021, 374, 1258–1263 A biomimetic SH2 cross-coupling mechanism for quaternary sp3-carbon formation W. Liu, M. N. Lavagnino, C. Gould, J. Alcázar, D. W. C. MacMillan Chem 2021, 8, 174–185 A biohybrid strategy for enabling photoredox catalysis with low-energy light P. T. Cesana, B. X. Li, S. G. Shepard, S. I. Ting, S. M. Hart, C. M. Olson, J. I. Martinez Alvarado, M. Son, T. J. Steiman, F. N. Castellano, A. G. Doyle, D. W. C. MacMillan, G. S. Schlau-Cohen Nature 2021, 598, 451–456 Metallaphotoredox-enabled deoxygenative arylation of alcohols Z. Dong, D. W. C. MacMillan Tracking chromatin state changes using μMap photo-proximity labeling C. P. Seath,* A. J. Burton,* D. W. C. MacMillan,† T. W. Muir† Small molecule photocatalysis enables drug target identification via energy transfer A. D. Trowbridge, C. P. Seath, F. P. Rodriguez-Rivera, B. X. Li, B. E. Dui, A. G. Schwaid, J. B. Geri, J. V. Oakley, O. O. Fadeyi, R. C. Oslund, K. A. Ryu, C. White, T. Reyes-Robles, P. Tawa, D. L. Parker Jr., D. W. C. MacMillan Org. Process Res. Dev. 2021, 25, 1966–1973 Synthesis of Enantiopure Unnatural Amino Acids by Metallaphotoredox Catalysis T. M. Faraggi, C. Rouget-Virbel, J. A. Rincón, M. Barberis, C. Mateos, S. García-Cerrada, J. Agejas, O. de Frutos, D. W. C. MacMillan Nat. Chem. 2021, 13, 902–908 Site-selective tyrosine bioconjugation via photoredox catalysis for native-to-bioorthogonal protein transformation B. X. Li, D. K. Kim, S. Bloom, R. Y.-C. Huang, J. X. Qiao, W. R. Ewing , D. G. Oblinsky, G. D. Scholes, D. W. C. MacMillan J. Am. Chem. Soc. 2021, 143, 9737–9743 Decatungstate-Catalyzed C(sp3)−H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality P. J. Sarver, N. B. Bissonnette, D. W. C. MacMillan Chem 2021, 7, 1–16 A general N-alkylation platform via copper metallaphotoredox and silyl radical activation of alkyl halides N. W. Dow, A. Cabré, D. W. C.MacMillan J. Am. Chem. Soc. 2021, 143, 9332−9337 The Application of Pulse Radiolysis to the Study of Ni(I) Intermediates in Ni-Catalyzed Cross-Coupling Reactions N. A. Till, S. Oh, D. W. C. MacMillan, M. J. Bird ACS Cent. Sci. 2021, 7, 1126–1134 Rapid Optimization of Photoredox Reactions for Continuous-Flow Systems Using Microscale Batch Technology M. González-Esguevillas, D. F. Fernández, J. A. Rincón, M. Barberis, O. de Frutos, C. Mateos, S. García-Cerrada, J. Agejas, D. W. C. MacMillan Chem. Soc. Rev. 2021, 50, 2911-2926 Reactive intermediates for interactome mapping C. P. Seath, A. D. Trowbridge, T. W. Muir, D. W. C. MacMillan Nature 2021, 589, 542–547 Metallaphotoredox aryl and alkyl radiomethylation for PET ligand discovery R. W. Pipal, K. T. Stout, P. Z. Musacchio, S. Ren, T. J. A. Graham, S. Verhoog, L. Gantert, T. G. Lohith, A. Schmitz, H. S. Lee, D. Hesk, E. D. Hostetler, I. W. Davies, D. W. C. MacMillan J. Am. Chem. Soc. 2020, 142, 21260–21266 Site-Selective Functionalization of Methionine Residues via Photoredox Catalysis J. Kim, B. X. Li, R. Y.-C. Huang, J. X. Qiao, W. R. Ewing, D. W. C. MacMillan J. Am. Chem. Soc. 2020, 142, 19480–19486 Metallaphotoredox Perfluoroalkylation of Organobromide X. Zhao, D. W. C. MacMillan Isr. J. Chem. 2020, 60, 410-415 Decarboxylative Oxygenation via Photoredox Catalysis T. M. Faraggi, W. Li, D. W. C. MacMillan J. Am. Chem. Soc., 143, 15830 Mechanistic Analysis of Metallaphotoredox C−N Coupling:Photocatalysis Initiates and Perpetuates Ni(I)/Ni(III) Coupling Activity N. A. Till, L. Tian, Z. Dong, G. D. Scholes, D. W. C. MacMillan Science, 369, 1113 Static to inducibly dynamic stereocontrol: The convergent use of racemic β-substituted ketones J. S. DeHovitz, Y. Y. Loh, J. A. Kautzky, K. Nagao, A. J. Meichan, M. Yamauchi, D. W. C. MacMillan, T. K. Hyster PNAS, 117, 21058-21064 HARC as an open-shell strategy to bypass oxidative addition in Ullmann–Goldberg couplings M. N. Lavagnino, T. Liang, D. W. C. MacMillan J. Am. Chem. Soc., 142, 11691 Cross-Electrophile Coupling of Unactivated Alkyl Chlorides H. Sakai*, W. Liu*, C. Le, D. W. C. MacMillan Nature Chemistry, 12, 459-467 The merger of decatungstate and copper catalysis to enable aliphatic C(sp3)–H trifluoromethylation P. J. Sarver*, V. Bacauanu*, D. M. Schultz, D. A. DiRocco, Y.-H. Lam, E. C. Sherer, D. W. C. MacMillan Science, 367, 1091 Microenvironment mapping via Dexter energy transfer on immune cells J. B. Geri*, J. V. Oakley*, T. Reyes-Robles*, T. Wang*, S. McCarver, C. H. White, F. P. Rodriguez-Rivera, D. L. Parker Jr., E. C. Hett, O. O. Fadeyi, R. C. Oslund, D. W. C. MacMillan Nature, 580, 220 Copper-mediated synthesis of drug-like bicyclopentanes X. Zhang, R. Smith, C. Le, S. McCarver, B. Shireman, N. Carruthers, D. W. C. MacMillan