
Publications

Synergistic catalysis: A powerful synthetic strategy for new reaction development
A. E. Allen, D. W. C. MacMillan
Chem. Sci., 3, 633-658 (2012)


Trifluoromethylation of Arenes and Heteroarenes by Means of Photoredox Catalysis
D. A. Nagib, D. W. C. MacMillan
Nature, 480, 224-228 (2011)


Discovery of an α-Amino C–H Arylation Reaction Using the Strategy of Accelerated Serendipity
A. McNally, C. K. Prier, D. W. C. MacMillan
Science, 334, 1114-1117 (2011)


A general approach to the enantioselective α-oxidation of aldehydes via synergistic catalysis
S. P. Simonovich, J. F. Van Humbeck, D. W. C. MacMillan
Chem. Sci., 3, 58-61 (2012)


Enantioselective α-Arylation of Carbonyls via Cu(I)-Bisoxazoline Catalysis
J. S. Harvey, S. P. Simonovich, C. R. Jamison, D. W. C. MacMillan
J. Am. Chem. Soc., 133, 13782-13785 (2011)


Collective synthesis of natural products by means of organocascade catalysis
S. B. Jones, B. Simmons, A. Mastracchio, D. W. C. MacMillan
Nature, 475, 183-188 (2011)


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
Angew. Chem. Int. Ed., 50, 6119-6122 (2011)


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
Chem. Sci., 2, 1470-1473 (2011)


Enantioselective α-Arylation of Aldehydes via the Productive Merger of Iodonium Salts and Organocatalysis
A. Allen, D. W. C. MacMillan
J. Am. Chem. Soc., 133, 4260-4263 (2011)


Enantioselective Organocatalytic α-Fluorination of Cyclic Ketones
P. Kwiatkowski, T. D. Beeson, J. C. Conrad, D. W. C. MacMillan
J. Am. Chem. Soc., 133, 1738-1741 (2011)


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
Chem. Sci., 2, 308-311 (2011)


The Preparation of (2R,5S)-2-t-Butyl-3,5-dimethylimidazolidin-4-one
T. H. Graham, B. D. Horning, D. W. C. MacMillan
Org. Synth., 88, 42-53 (2011)


Direct and enantioselective α-allylation of ketones via singly occupied molecular orbital (SOMO) catalysis
A. Mastracchio, A. A. Warkentin, A. M. Walji, D. W. C. MacMillan
Proc. Nat. Acad. Sci. USA, 107, 20648-20651 (2010)
** Special issue on organocatalysis


Enantioselective α-Benzylation of Aldehydes via Photoredox Organocatalysis
H.-W. Shih, M. N. Vander Wal, R. L. Grange, D. W. C. MacMillan
J. Am. Chem. Soc., 132, 13600-13603 (2010)


Mechanistic Complexity in Organo-SOMO Activation
J. J. Devery III, J. C. Conrad, D. W. C. MacMillan, R. A. Flowers II
Angew. Chem. Int. Ed., 49, 6106-6110 (2010)


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
J. Am. Chem. Soc., 132, 10015-10017 (2010)


Concerning the Mechanism of the FeCl3-Catalyzed α-Oxyamination of Aldehydes:
Evidence for a Non-SOMO Activation Pathway
J. F. Van Humbeck, S. P. Simonovich, R. R. Knowles, D. W. C. MacMillan
J. Am. Chem. Soc., 132, 10012-10014 (2010)


The organocatalytic three-step total synthesis of (+)-frondosin B
M. Reiter, S. Torssell, S. Lee, D. W. C. MacMillan
Chem. Sci., 1, 37-42 (2010)


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
J. Am. Chem. Soc., 132, 6106-6110 (2010)


Enantioselective Polyene Cyclization via Organo-SOMO Catalysis
S. Rendler, D. W. C. MacMillan
J. Am. Chem. Soc., 132, 5027-5029 (2010)


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
J. Am. Chem. Soc., 132, 4986-4987 (2010)


Nine-Step Enantioselective Total Synthesis of (+)-Minfiensine
S. B. Jones, B. Simmons, D. W. C. MacMillan
J. Am. Chem. Soc., 131, 13606-13607 (2009)


Development of a General, Enantioselective Organocatalytic Mukaiyama-Michael Reaction
with α,β-Unsaturated Aldehydes
C. J. Borths, D. E. Carrera, D. W. C. MacMillan
Tetrahedron, 65, 6746-6753 (2009) ** Tetrahedron Prize for Creativity in Organic Chemistry, Larry Overman.


Enantioselective Aldehyde α-Nitroalkylation via Oxidative Organocatalysis
J. E. Wilson, A. D. Casarez, D. W. C. MacMillan
J. Am. Chem. Soc., 131, 11332-11334 (2009)


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
J. Am. Chem. Soc., 131, 11640-11641 (2009)


Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis
D. A. Nagib, M. E. Scott, D. W. C. MacMillan
J. Am. Chem. Soc., 131, 10875-10877 (2009)


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
Angew. Chem. Int. Ed., 48, 5121-5124 (2009)


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
Angew. Chem. Int. Ed., 48, 4349-4353 (2009)


A process for the rapid removal of dialkylamino-substituents from aromatic rings.
Application to the expedient synthesis of (R)-tolterodine
N. Paras, B. Simmons, D. W. C. MacMillan
Tetrahedron, 65, 3232-3238 (2009) ** Tetrahedron Young Investigator Award, Justin Du Bois.


Enantioselective Organo-SOMO Catalysis: The Carbo-oxidation of Styrenes
T. H. Graham, C. M. Jones, N. T. Jui, D. W. C. MacMillan
J. Am. Chem. Soc., 130, 16494-16495 (2008)


The Advent and Development of Organocatalysis
D. W. C. MacMillan
Nature 455, 304-308 (2008)


Merging Photoredox Catalysis with Organocatalysis: The Direct Asymmetric Alkylation of Aldehydes
D. Nicewicz, D. W. C. MacMillan
Science, 322, 77-80 (2008)


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
Angew. Chem. Int. Ed., 47, 3568-3572 (2008)


Enantioselective Organo-SOMO Catalysis: The α-Vinylation of Aldehydes
H. Kim, D. W. C. MacMillan
J. Am. Chem. Soc., 130, 398-399 (2008)


Enantioselective Organocatalytic Transfer Hydrogenation Reactions using Hantzsch Esters
S. G. Ouellet, A. Walji, D. W. C. MacMillan
Acc. Chem. Res., 40, 1327-1339 (2007) ** Special issue on hydrogenation & transfer hydrogenation


Organocatalytic Vinyl and Friedel-Crafts Alkylations with Trifluoroborate Salts
S. Lee, D. W. C. MacMillan
J. Am. Chem. Soc., 129, 15438-15439 (2007)


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
Syn. Lett., 10, 1477-1489 (2007)


Enantioselective Organocatalytic Singly Occupied Molecular Orbital Activation: The Enantioselective a-Enolation of Aldehydes
H. Jang, J. Hong, D. W. C. MacMillan
J. Am. Chem. Soc., 129, 7004-7005 (2007)


Enantioselective Organocatalysis Using SOMO Activation
T. D. Beeson, A. Mastracchio, J. Hong, K. Ashton, D. W. C. MacMillan
Science, 316, 582-585 (2007)


Organocatalytic Transfer Hydrogenation of Cyclic Enones
J. B. Tuttle, S. G. Ouellet, D. W. C. MacMillan
J. Am. Chem. Soc., 128, 12662-12663 (2006)


Enantioselective Organocatalytic Epoxidation Using Hypervalent Iodine Reagents
S. Lee, D. W. C. MacMillan
Tetrahedron, 62, 11413-11424 (2006) ** Tetrahedron Young Investigator Award, David MacMillan.


Enantioselective Organocatalytic Amine Conjugate Addition
Y. K. Chen, M. Yoshida, D. W. C. MacMillan
J. Am. Chem. Soc., 128, 9328-9329 (2006)


Modern Strategies in Organic Catalysis: The Advent and Development of Iminium Activation
G. Lelais, D. W. C. MacMillan
Aldrichimica Acta, 39, 79-87 (2006)


Enantioselective Organocatalytic Reductive Amination
R. I. Storer, D. E. Carrera, Y. Ni, D. W. C. MacMillan
J. Am. Chem. Soc., 128, 84-86 (2006)


Enantioselective Organo-Cascade Catalysis
Y. Huang, A. M. Walji, C. H. Larsen, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 15051-15053 (2005)


Enantioselective Organocatalytic Intramolecular Diels-Alder Reaction.
The Asymmetric Synthesis of Solanapyrone D
R. M. Wilson, W. S. Jen, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 11616-11617 (2005)


Enantioselective Organocatalytic Direct α-Fluorination
T. D. Beeson, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 8826-8828 (2005)


Total Synthesis of Brasoside and Littoralisone
I. K. Mangion, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 3696-3697 (2005)


Enantioselective Organocatalytic Cyclopropanations. The Identification of a
New Class of Iminium Catalyst Based Upon Directed Electrostatic Activations
R. K. Kunz, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 3240-3241 (2005)


Enantioselective Organocatalytic Hydride Reduction
S. G. Ouellet, J. B. Tuttle, D. W. C. MacMillan
J. Am. Chem. Soc., 127, 32-33 (2005)


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
Angew. Chem. Int. Ed., 43, 6722-6724 (2004)


Two Step Synthesis of Carbohydrates by Selective Aldol Reactions
A. B. Northrup, D. W. C. MacMillan
Science, 305, 1752-1755 (2004)


Enantioselective Organocatalytic Aldehyde-Aldehyde Cross-Aldol Couplings.
The Broad Utility of a-Thioacetal Aldehydes
R. I. Storer, D. W. C. MacMillan
Tetrahedron, 60, 7705-7714 (2004) ** Tetrahedron Prize for Creativity in Organic Chemistry, Dieter Seebach.


Enantioselective Organocatalytic Construction of Pyrroloindolines by a Cascade
Addition-Cyclization Strategy: Synthesis of (-)-flustramine B (Issue Cover)
J. F. Austin, S. G. Kim, C. J. Sinz, W. J. Xiao, D. W. C. MacMillan
Proc. Nat. Acad. Sci. USA, 101, 5482-5487 (2004)


Enantioselective Organocatalytic Direct Aldol Reaction of a-Oxyladehydes:
Step One in a Two-Step Synthesis of Carbohydrates
A. B. Northrup, I. K. Mangion, F. Hettche, D. W. C. MacMillan
Angew. Chem. Int. Ed., 43, 2152-2154 (2004)


The Direct and Enantioselective Organocatalytic α-Chlorination of Aldehydes
M. P. Brochu, S. P. Brown, D. W. C. MacMillan
J. Am. Chem. Soc., 126, 4108-4109 (2004)


The Direct and Enantioselective Organocatalytic α-Oxidation of Aldehydes
S. P. Brown, M. P. Brochu, C. J. Sinz, D. W. C. MacMillan
J. Am. Chem. Soc., 125, 10808-10809 (2003)


The First Suzuki Cross-Coupling of Aryltrimethylammonium Ions
S. B. Blakey, D. W. C. MacMillan
J. Am. Chem. Soc., 125, 6046-6047 (2003)


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
J. Am. Chem. Soc., 125, 1192-1194 (2003)


Development of a New Lewis Acid-Catalyzed [3,3]-Sigmatropic Rearrangement: The Allenoate-Claisen Rearrangement
T. H. Lambert, D. W. C. MacMillan
J. Am. Chem. Soc., 124, 13646-13647 (2002)
![Development of a New Lewis Acid-Catalyzed [3,3]-Sigmatropic Rearrangement: The Allenoate-Claisen Rearrangement Development of a New Lewis Acid-Catalyzed [3,3]-Sigmatropic Rearrangement: The Allenoate-Claisen Rearrangement](/chemistry/macmillan/publications/abstracts/tristanallene.gif)

The Enantioselective Organocatalytic 1,4-Addition of Electron Rich Benzenes to α,β-Unsaturated Aldehydes
N. A. Paras, D. W. C. MacMillan
J. Am. Chem. Soc., 124, 7894-7895 (2002)


The First Direct and Enantioselective Cross-Aldol Reactions of Aldehydes
A. B. Northrup, D. W. C. MacMillan
J. Am. Chem. Soc., 124, 6798-6799 (2002)


The First General Enantioselective Catalytic Diels-Alder Reaction with Simple α,β-Unsaturated Ketones
A. B. Northrup, D. W. C. MacMillan
J. Am. Chem. Soc., 124, 2458-2460 (2002)


Enantioselective Indole Alkylations. Design of a New and Highly Effective Chiral Amine for Iminuim Catalysis
J. F. Austin, D. W. C. MacMillan
J. Am. Chem. Soc., 124, 1172-1173 (2002)


New Strategies in Organocatalysis: The First Enantioselective Organocatalytic Friedel-Crafts Alkylation
N. A. Paras, D. W. C. MacMillan
J. Am. Chem. Soc., 123, 4370-4371 (2001)


Enantioselective Claisen Rearrangements: Development of a First Generation Asymmetric Acyl-Claisen Rearrangement
T. P. Yoon, D. W. C. MacMillan
J. Am. Chem. Soc., 123, 2911-2912 (2001)


Design of a New Cascade Reaction for the Construction of Complex Acyclic Structure: The Tandem Acyl-Claisen Rearrangement
V. M. Dong, D. W. C. MacMillan
J. Am. Chem. Soc., 123, 2448-2449 (2001)


New Strategies for Organic Synthesis: The First Enantioselective Organocatalytic 1,3-Dipolar Cycloaddition
W. S. Jen, J. J. M. Wiener, D. W. C. MacMillan
J. Am. Chem. Soc., 121, 9874-9875 (2000)


New Strategies for Organic Synthesis: The First Highly Enantioselective Organocatalytic Diels-Alder Reaction
K. A. Ahrendt, C. J. Borths, D. W. C. MacMillan
J. Am. Chem. Soc., 122, 4243-4244 (2000)


Development of a New Lewis Acid-Catalyzed Claisen Rearrangement
T. P. Yoon, V. M. Dong, D. W. C. MacMillan
J. Am. Chem. Soc., 121, 9726-9727 (1999)


