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Publications

2017

  • A General Small-Scale Reactor to Enable Standardization and Acceleration of Photocatalytic Reactions

    C. C. Le, M. K. Wismer, Z.-C. Shi, R. Zhang, D. V. Conway, G. Li, P. Vachal, I. W. Davies, D. W. C. MacMillan
  • Photosensitized, Energy Transfer-Mediated Organometallic Catalysis Through Electronically Excited Nickel(II)
    E. R. Welin, C. C. Le, D. M. Arias-Rotondo, J. K. McCusker, D. W. C. MacMillan

2016

  • Decarboxylative Peptide Macrocyclization through PhotoredoCatalysis
    S. J. McCarver, J. X. Qiao, J. Carpenter, R. M. Borzilleri, M. A. Poss, M. D. Eastgate, M. Miller, D. W. C. MacMillan
  • Alcohols as Latent Coupling Fragments for Metallaphotoredox Catalysis: sp3–sp2 Cross-Coupling of Oxalates with Aryl Halides

    X. Zhang, D. W. C. MacMillan
  • Metallaphotoredox-Catalysed sp3–sp3 Cross-Coupling of Carboxylic Acids with Alkyl Halides

    C. P. Johnston, R. T. Smith, S. Allmendinger, D. W. C. MacMillan
  • Photoredox Catalysis in Organic Chemistry

    M. H. Shaw, J. Twilton, D. W. C. MacMillan
  • Aryl Amination Using Ligand-Free Ni(II) Salts and Photoredox Catalysis

    E. B. Corcoran, M. T. Pirnot, S. Lin, S. D. Dreher, D. A. DiRocco, I. W. Davies, S. L. Buchwald, D. W. C. MacMillan
  • Silyl Radical Activation of Alkyl Halides in Metallaphotoredox Catalysis: A Unique Pathway for Cross-Electrophile Coupling

    P. Zhang, C. C. Le, D. W. C. MacMillan
  • Native Functionality in Triple Catalytic Cross-Coupling: sp3 C–H Bonds as Latent Nucleophiles

    M. H. Shaw, V. W. Shurtleff, J. A. Terrett, J. D. Cuthbertson, D. W. C. MacMillan
  • Oxy-Allyl Cation Catalysis: An Enantioselective Electrophilic Activation Mode

    C. Liu, E. Z. Oblak, M. N, Vander Wal, A. K. Dilger, D. K. Almstead, D. W. C. MacMillan
  • Enantioselective Decarboxylative Arylation of α-Amino Acids via the Merger of Photoredox and Nickel Catalysis

    Z. Zuo, H. Cong, W. Li, J. Choi, G. C. Fu, D. W. C. MacMillan

2015

  • Fragment Couplings via CO2 Extrusion−Recombination: Expansion of a Classic Bond-Forming Strategy via Metallaphotoredox

    C. C. Le, D. W. C. MacMillan
  • Oxalates as Activating Groups for Alcohols in Visible Light Photoredox Catalysis: Formation of Quaternary Centers by Redox-Neutral Fragment Coupling

    C. C. Nawrat, C. R. Jamison, Y. Slutskyy, D. W. C. MacMillan, L. E. Overman
  • O–H Hydrogen Bonding Promotes H-Atom Transfer from a C–H bonds for α-Alkylation of Alcohols

    J. L. Jeffrey, J. A. Terrett, D. W. C. MacMillan
  • Alcohols as Alkylating Agents in Heteroarene C–H Functionalization

    J. Jin, D. W. C. MacMillan
  • Switching on Elusive Organometallic Mechanisms with Photoredox Catalysis

    J. A. Terrett, J. D. Cuthbertson, V. W. Shurtleff, D. W. C. MacMillan
  • Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes

    E. R. Welin, A. A. Warkentin, J. C. Conrad, D. W. C. MacMillan
  • Selective Radical−Radical Cross-Couplings: Design of a Formal β‑Mannich Reaction

    J. Jeffrey, F. R. Petronijević, D. W. C. MacMillan
  • Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids

    L. Chu, J. M. Lipshultz, D. W. C. MacMillan
  • Decarboxylative Fluorination of Aliphatic Carboxylic Acids via Photoredox Catalysis

    S. Ventre, F. R. Petronijević, D. W. C. MacMillan
  • The Direct Arylation of Allylic sp3 C–H Bonds via Organic and Photoredox Catalysis

    J. D. Cuthbertson, D. W. C. MacMillan
  • Merging Photoredox and Nickel Catalysis: Decarboxylative Cross-Coupling of Carboxylic Acids with Vinyl Halides

    A. Noble, S. J. McCarver, D. W. C. MacMillan
  • Direct α-Arylation of Ethers through the Combination of Photoredox–Mediated C–H Functionalization and the Minisci Reaction

    J. Jin, D. W. C. MacMillan

2014

  • Activation of C−H Bonds via the Merger of Photoredox and Organocatalysis: A Coupling of Benzylic Ethers with Schiff Bases

    D. Hager, D. W. C. MacMillan
  • Amine α-Heteroarylation via Photoredox Catalysis: A Homolytic Aromatic Substitution Pathway

    C. K. Prier, D. W. C. MacMillan
  • Photoredox α‑Vinylation of α‑Amino Acids and N‑Aryl Amines

    A. Noble, D. W. C. MacMillan
  • Carboxylic Acids as A Traceless Activation Group for Conjugate Additions: A Three-Step Synthesis of (±)-Pregabalin

    L. Chu, C. Ohta, Z. Zuo, D. W. C. MacMillan
  • Merging Photoredox with Nickel Catalysis: Coupling of α-Carboxyl sp3-Carbons with Aryl Halides

    Z. Zuo, D. T. Ahneman, L. Chu, J. A. Terrett, A. G. Doyle, D. W. C. MacMillan
  • Direct β‑Alkylation of Aldehydes via Photoredox Organocatalysis

    J. A. Terrett, M. D. Clift, D. W. C. MacMillan
  • A General and Enantioselective Approach to Pentoses: A Rapid Synthesis of PSI-6130, the Nucleoside Core of Sofosbuvir

    M. Peifer, R. Berger, V. W. Shurtleff, J. C. Conrad, D. W. C. MacMillan
  • Decarboxylative Arylation of α‑Amino Acids via Photoredox Catalysis: A One-Step Conversion of Biomass to Drug Pharmacophore

    Z. Zuo, D. W. C. MacMillan
  • A General Strategy for Organocatalytic Activation of C−H Bonds via Photoredox Catalysis: Direct Arylation of Benzylic Ethers

    K. Qvortrup, D. A. Rankic, D. W. C. MacMillan

2013

  • Direct β‑Functionalization of Cyclic Ketones with Aryl Ketones via the Merger of Photoredox and Organocatalysis

    F. R. Petronijević, M. Nappi, D. W. C. MacMillan
  • Simple Catalytic Mechanism for the Direct Coupling of α‑Carbonyls with Functionalized Amines: A One-Step Synthesis of Plavix

    R. W. Evans, J. R. Zbieg, S. Zhu, W. Li, D. W. C. MacMillan
  • Enantioselective Total Synthesis of (−)-Minovincine in Nine Chemical Steps: An Approach to Ketone Activation in Cascade Catalysis

    B. N. Laforteza, M. Pickworth, D. W. C. MacMillan
  • Enantioselective α‑Alkenylation of Aldehydes with Boronic Acids via the Synergistic Combination of Copper(II) and Amine Catalysis

    J. M. Stevens, D. W. C. MacMillan
  • Enantioselective Direct α‑Amination of Aldehydes via a Photoredox Mechanism: A Strategy for Asymmetric Amine Fragment Coupling

    G. Cecere, C. M. König, J. L. Alleva, D. W. C. MacMillan
  • Enantioselective Intramolecular Aldehyde α‑Alkylation with Simple Olefins: Direct Access to Homo-Ene Products

    R. J. Comito, F. G. Finelli, D. W. C. MacMillan
  • Development of a generic activation mode: nucleophilic α-substitution of ketones via oxy-allyl cations

    M. N. Vander Wal, A. K. Dilger, D. W. C. MacMillan
  • Nine-Step Enantioselective Total Synthesis of (−)-Vincorine

    B. D. Horning, D. W. C. MacMillan
  • Photoredox Activation for the Direct β-Arylation of Ketones and Aldehydes

    M. T. Pirnot, D. A. Rankic, D. B. C. Martin, D. W. C. MacMillan
  • Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis

    C. K. Prier, D. A. Rankic, D. W. C. MacMillan

2012

  • Enantioselective Organo-SOMO Cycloadditions: A Catalytic Approach to Complex Pyrrolidines from Olefins and Aldehydes

    N. T. Jui, J. A. O. Garber, F. G. Finelli, D. W. C. MacMillan
  • Enantioselective Copper-Catalyzed Construction of Aryl Pyrroloindolines via an Arylation−Cyclization Cascade

    S. Zhu, D. W. C. MacMillan
  • Enantioselective α-Vinylation of Aldehydes via the Synergistic Combination of Copper and Amine Catalysis

    E. Skucas, D. W. C. MacMillan
  • Synergistic Catalysis: A Powerful Synthetic Strategy for New Reaction Development

    A. E. Allen, D. W. C. MacMillan
  • A General Approach to the Enantioselective α-Oxidation of Aldehydes via Synergistic Catalysis

    S. P. Simonovich, J. F. Van Humbeck, D. W. C. MacMillan

2011

  • Trifluoromethylation of arenes and heteroarenes by means of photoredox catalysis

    D. A. Nagib, D. W. C. MacMillan
  • Discovery of an α-Amino C–H Arylation Reaction Using the Strategy of Accelerated Serendipity

    A. McNally, C. K. Prier, D. W. C. MacMillan
  • Enantioselective α-Arylation of Carbonyls via Cu(I)-Bisoxazoline Catalysis

    J. S. Harvey, S. P. Simonovich, C. R. Jamison, D. W. C. MacMillan
  • Collective Synthesis of Natural Products By Means of Organocascade Catalysis

    S. B. Jones, B. Simmons, A. Mastracchio, D. W. C. MacMillan
  • Photoredox Catalysis: A Mild, Operationally Simple Approach to the Synthesis of α-Trifluoromethyl Carbonyl Compounds

    P. V. Pham, D. A. Nagib, D. W. C. MacMillan
  • The Intramolecular Asymmetric Allylation of Aldehydes via Organo-SOMO Catalysis: A Novel Approach to Ring Construction

    P. V. Pham, K. Ashton, D. W. C. MacMillan
  • Enantioselective α-Arylation of Aldehydes via the Productive Merger of Iodonium Salts and Organocatalysis

    A. E. Allen, D. W. C. MacMillan
  • Enantioselective Organocatalytic α-Fluorination of Cyclic Ketones

    P. Kwiatkowski, T. D. Beeson, J. C. Conrad, D. W. C. MacMillan
  • Total Synthesis of Diazonamide A

    R. R. Knowles, J. Carpenter, S. B. Blakey, A. Kayano, I. K. Mangion, C. J. Sinz, D. W. C. MacMillan
  • The Preparation of (2R,5S)-2-t-butyl-3,5- Dimethylimidazolidin-4-one

    T. H. Graham, B. D. Horning, D. W. C. MacMillan

2010

  • Direct and Enantioselective α-Allylation of Ketones via Singly Occupied Molecular Orbital (SOMO) Catalysis

    *** Special Issue on Organocatalysis

    A. Mastracchio, A. A. Warkentin, A. M. Walji, D. W. C. MacMillan
  • Enantioselective α-Benzylation of Aldehydes via Photoredox Organocatalysis

    H.-W. Shih, M. N. Vander Wal, R. L. Grange, D. W. C. MacMillan
  • Mechanistic Complexity in Organo–SOMO Activation

    J. J. Devery III, J. C. Conrad, D. W. C. MacMillan, R. A. Flowers II
  • Enantioselective Organo-SOMO Cascade Cycloadditions: A Rapid Approach to Molecular Complexity from Simple Aldehydes and Olefins

    N. T. Jui, E. C. Y. Lee, D. W. C. MacMillan
  • Concerning the Mechanism of the FeCl3-Catalyzed αOxyamination of Aldehydes: Evidence for a Non-SOMO Activation Pathway

    J. F. Van Humbeck, S. P. Simonovich, R. R. Knowles, D. W. C. MacMillan
  • The Organocatalytic Three-Step Total Synthesis of (+)-Frondosin B

    M. Reiter, S. Torssell, S. Lee, D. W. C. MacMillan
  • Nature of Intermediates in Organo-SOMO Catalysis of α-Arylation of Aldehydes

    J. M. Um, O. Gutierrez, F. Schoenebeck, K. N. Houk, D. W. C. MacMillan
  • Enantioselective Polyene Cyclization via Organo-SOMO Catalysis

    S. Rendler, D. W. C. MacMillan
  • The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes

    A. E. Allen, D. W. C. MacMillan

2009

  • Nine-Step Enantioselective Total Synthesis of (+)-Minfiensine

    S. B. Jones, B. Simmons, D. W. C. MacMillan
  • Development of a General, Enantioselective Organocatalytic Mukaiyama–Michael Reaction with α,β-Unsaturated Aldehydes

    *** Tetrahedron Prize for Creativity in Organic Chemistry, Larry Overman

    C. J. Borths, D. E. Carrera, D. W. C. MacMillan
  • Enantioselective Aldehyde α-Nitroalkylation via Oxidative Organocatalysis

    J. E. Wilson, A. D. Casarez, D. W. C. MacMillan
  • Enantioselective α-Arylation of Aldehydes via Organo-SOMO Catalysis. An Ortho-Selective Arylation Reaction Based on an Open-Shell Pathway

    J. C. Conrad, J. Kong, B. N. Laforteza, D. W. C. MacMillan
  • Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

    D. A. Nagib, M. E. Scott, D. W. C. MacMillan
  • Enantioselective Linchpin Catalysis by SOMO Catalysis: An Approach to the Asymmetric α-Chlorination of Aldehydes and Terminal Epoxide Formation

    M. Amatore, T. D. Beeson, S. P. Brown, D. W. C. MacMillan
  • Cycle-Specific Organocascade Catalysis: Application to Olefin Hydroamination, Hydro-oxidation, and Amino-oxidation, and to Natural Product Synthesis

    B. Simmons, A. Walji, D. W. C. MacMillan
  • A Process for the Rapid Removal of Dialkylamino-Substituents From Aromatic Rings. Application to the Expedient Synthesis of (R)-Tolterodine

    *** Tetrahedron Young Investigator Award, Justin Du Bois

    N. Paras, B. Simmons, D. W. C. MacMillan

2008

  • Enantioselective Organo-Singly Occupied Molecular Orbital Catalysis: The Carbo-oxidation of Styrenes

    T. H. Graham, C. M. Jones, N. T. Jui, D. W. C. MacMillan
  • The Advent and Development of Organocatalysis

    D. W. C. MacMillan
  • Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes

    D. Nicewicz, D. W. C. MacMillan
  • Total Synthesis and Structural Revision of Callipeltoside C

    J. Carpenter, A. B. Northrup, d. M. Chung, J. J. M. Wiener, S.-G. Kim, D. W. C. MacMillan
  • Enantioselective Organo-SOMO Catalysis: The α-Vinylation of Aldehydes

    H. Kim, D. W. C. MacMillan

2007

  • Enantioselective Organocatalytic Transfer Hydrogenation Reactions using Hantzsch Esters

    *** Special Issue on Hydrogenation & Transfer Hydrogenation

    S. G. Ouellet, A. Walji, D. W. C. MacMillan
  • Organocatalytic Vinyl and Friedel–Crafts Alkylations with Trifluoroborate Salts

    S. Lee, D. W. C. MacMillan
  • Strategies to Bypass the Taxol Problem. Enantioselective Cascade Catalysis, a New Approach for the Efficient Construction of Molecular Complexity

    A. Walji, D. W. C. MacMillan
  • Enantioselective Organocatalytic Singly Occupied Molecular Orbital Activation: The Enantioselective α-Enolation of Aldehydes

    H.-Y. Jang, J.-B. Hong, D. W. C. MacMillan
  • Enantioselective Organocatalysis Using SOMO Activation

    T. D. Beeson, A. Mastracchio, J.-B. Hong, K. Ashton, D. W. C. MacMillan

2006

  • Organocatalytic Transfer Hydrogenation of Cyclic Enones

    J. B. Tuttle, S. G. Ouellet, D. W. C. MacMillan
  • Enantioselective Organocatalytic Epoxidation Using Hypervalent Iodine Reagents

    ***Tetrahedron Young Investigator Award, David MacMillan

    S. Lee, D. W. C. MacMillan
  • Enantioselective Organocatalytic Amine Conjugate Addition

    Y. K. Chen, M. Yoshida, D. W. C. MacMillan
  • Modern Strategies in Organic Catalysis: The Advent and Development of Iminium Activation

    G. Lelais, D. W. C. MacMillan
  • Enantioselective Organocatalytic Reductive Amination

    R. I. Storer, D. E. Carrera, Y. Ni, D. W. C. MacMillan

2005

  • Enantioselective Organo-Cascade Catalysis

    Y. Huang, A. M. Walji, C. H. Larsen, D. W. C. MacMillan
  • Enantioselective Organocatalytic Intramolecular Diels-Alder Reactions. The Asymmetric Synthesis of Solanapyrone D

    R. M. Wilson, W. S. Jen, D. W. C. MacMillan
  • Enantioselective Organocatalytic α-Fluorination of Aldehydes

    T. D. Beeson, D. W. C. MacMillan
  • Total Synthesis of Brasoside and Littoralisone

    I. K. Mangion, D. W. C. MacMillan
  • Enantioselective Organocatalytic Cyclopropanations. The Identification of a New Class of Iminium Catalyst Based upon Directed Electrostatic Activation

    R. K. Kunz, D. W. C. MacMillan
  • Enantioselective Organocatalytic Hydride Reduction

    S. G. Ouellet, J. B. Tuttle, D. W. C. MacMillan

2004

  • The Importance of Iminium Geometry Control in Enamine Catalysis: Identification of a New Catalyst Architecture for Aldehyde–Aldehyde Couplings

    I. K. Mangion, A. B. Northrup, D. W. C. MacMillan
  • Two Step Synthesis of Carbohydrates by Selective Aldol Reactions

    A. B. Northrup, D. W. C. MacMillan
  • Enantioselective Organocatalytic Aldehyde–Aldehyde Cross-Aldol Couplings. The Broad Utility of α-Thioacetal Aldehydes

    *** Tetrahedron Prize for Creativity in Organic Chemistry, Dieter Seebach

    R. I. Storer, D. W. C. MacMillan
  • Enantioselective Organocatalytic Construction of Pyrroloindolines by a Cascade Addition–Cyclization Strategy: Synthesis of (–)-Flustramine B

    J. F. Austin, S. G. Kim, C. J. Sinz, W. J. Xiao, D. W. C. MacMillan
  • Direct and Enantioselective Organocatalytic α-Chlorination of Aldehydes

    M. P. Brochu, S. P. Brown, D. W. C. MacMillan
  • Enantioselective Organocatalytic Direct Aldol Reactions of α-Oxyaldehydes: Step One in a Two Step Synthesis of Carbohydrates

    A. B. Northrup, I. K. Mangion, F. Hettche, D. W. C. MacMillan

2003

  • The Direct and Enantioselective Organocatalytic α-Oxidation of Aldehydes

    S. P. Brown, M. P. Brochu, C. J. Sinz, D. W. C. MacMillan
  • The First Suzuki Cross-Couplings of Aryltrimethylammonium Salts

    S. B. Blakey, D. W. C. MacMillan
  • The First Enantioselective Organocatalytic Mukaiyama-Michael Reaction: A Direct Method for the Synthesis of Enantioenriched γ-Butenolide Architecture

    S. P. Brown, N. C. Goodwin, D. W. C. MacMillan

2002

  • Development of a New Lewis Acid-Catalyzed [3,3]-Sigmatropic Rearrangement: The Allenoate-Claisen Rearrangement

    T. H. Lambert, D. W. C. MacMillan
  • The Enantioselective Organocatalytic 1,4-Addition of Electron-Rich Benzenes to α,β-Unsaturated Aldehydes

    N. A. Paras, D. W. C. MacMillan
  • The First Direct and Enantioselective Cross-Aldol Reaction of Aldehydes

    A. B. Northrup, D. W. C. MacMillan
  • The First General Enantioselective Catalytic Diels-Alder Reaction with Simple α,β-Unsaturated Ketones

    A. B. Northrup, D. W. C. MacMillan
  • Enantioselective Organocatalytic Indole Alkylations. Design of a New and Highly Effective Chiral Amine for Iminium Catalysis

    J. F. Austin, D. W. C. MacMillan

2001

  • New Strategies in Organic Catalysis: The First Enantioselective Organocatalytic Friedel-Crafts Alkylation

    N. A. Paras, D. W. C. MacMillan
  • Enantioselective Claisen Rearrangements: Development of a First Generation Asymmetric Acyl-Claisen Reaction

    T. P. Yoon, D. W. C. MacMillan
  • Design of a New Cascade Reaction for the Construction of Complex Acyclic Architecture: The Tandem Acyl-Claisen Rearrangement

    V. M. Dong, D. W. C. MacMillan

2000

  • New Strategies for Organic Catalysis: The First Enantioselective Organocatalytic 1,3-Dipolar Cycloaddition

    W. S. Jen, J. J. M. Wiener, D. W. C. MacMillan
  • New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels-Alder Reaction

    K. A. Ahrendt, C. J. Borths, D. W. C. MacMillan

1999

  • Development of a New Lewis Acid-Catalyzed Claisen Rearrangement

    T. P. Yoon, V. M. Dong, D. W. C. MacMillan

Book Chapters

  • Lelais, G.; MacMillan, D. W. C. History and Perspective of Chiral Organic Catalysts. In New Frontiers in Asymmetric Catalysis; K. Mikami, M. Lautens, Eds.; Wiley: Hoboken, New Jersey, 2007; pp 313–358.
  • Lelais, G.; MacMillan, D. W. C. Iminium Catalysis. In Enantioselective Organocatalysis: Reactions and Experimental Procedures; Dalko, P. I., Ed.; Wiley-VCH: Weinheim, 2007; pp 95–120.
  • Watson A. J. B.; MacMillan, D. W. C. Enantioselective Organocatalysis Involving Iminium, Enamine, SOMO, and Photoredox Activation. In Catalytic Asymmetric Synthesis, 3rd ed.; Ojima, I., Ed.; Wiley: Hoboken, New Jersey, 2010, Chapter 2A, pp 39–57.