MacMillan was born in
Bellshill in
North Lanarkshire,
Scotland, in 1968 and grew up in nearby
New Stevenston.[11] He attended the local state-funded schools, New Stevenston Primary and Bellshill Academy, and credited his Scottish education and Scottish upbringing for his success.[12][11] He received his undergraduate degree in chemistry at the
University of Glasgow, where he worked with Ernie Colvin.[13][14]
In 1990, he left the UK to begin his doctoral studies under the direction of Professor
Larry Overman at the
University of California, Irvine. During this time, he focused on the development of new reaction methodology directed toward the stereocontrolled formation of bicyclic
tetrahydrofurans. MacMillan's graduate studies culminated in the total synthesis of 7-(−)-deacetoxyalcyonin acetate, a eunicellin
diterpenoid isolated from the soft coral Eunicella stricta.[15] He earned his Ph.D. in 1996.[14]
Career and research
Upon receiving his
Ph.D., MacMillan accepted a position with Professor
David Evans at
Harvard University. His postdoctoral studies centered on enantioselective catalysis, in particular, the design and development of
Sn(II)-derived
bisoxazoline complexes (Sn(II)box).[14]
MacMillan began his independent research career as a member of the chemistry faculty at the
University of California, Berkeley in July 1998. He joined the department of chemistry at
Caltech in June 2000, where his group's research interests centered on new approaches to enantioselective catalysis. In 2004, he was appointed as the
Earle C. Anthony Professor of Chemistry. He became the James S. McDonnell Distinguished University Professor at
Princeton University in September 2006.[14]
First generation MacMillan catalyst
He is considered to be one of the founders of
organocatalysis.[16] In 2000, MacMillan designed small organic molecules that can provide or accept electrons and therefore efficiently catalyse reactions.[16][17] He developed catalysts that can drive asymmetric catalysis, in which a reaction produces more of the left-handed version of a molecule than the right-handed one (
chirality), or vice versa.[16] MacMillan's research group has made many advances in the field of asymmetric organocatalysis, and they have applied these new methods to the synthesis of a range of complex natural products.[14][16] He developed chiral
imidazolidinone catalysts.[18][17][19]MacMillan catalysts [
de] are used in various asymmetric syntheses. Examples include
Diels-Alder reactions,[17]1,3-dipolar cycloadditions,[20]Friedel-Crafts alkylations[21] or
Michael additions.[19]
MacMillan has also extensively developed photoredox catalysis for use in organic synthesis.[22][23][24]
^
abcAhrendt, Kateri A.; Borths, Christopher J.; MacMillan, David W. C. (15 April 2000). "New Strategies for Organic Catalysis: The First Highly Enantioselective Organocatalytic Diels−Alder Reaction". Journal of the American Chemical Society. American Chemical Society (ACS). 122 (17): 4243–4244.
doi:
10.1021/ja000092s.
ISSN0002-7863.
^"David MacMillan". Princeton University Department of Chemistry. 21 July 2014. Retrieved 7 October 2021.
^
abParas, Nick A.; MacMillan, David W. C. (12 June 2002). "The Enantioselective Organocatalytic 1,4-Addition of Electron-Rich Benzenes to α,β-Unsaturated Aldehydes". Journal of the American Chemical Society. American Chemical Society (ACS). 124 (27): 7894–7895.
doi:
10.1021/ja025981p.
ISSN0002-7863.
PMID12095321.
^Jen, Wendy S.; Wiener, John J. M.; MacMillan, David W. C. (26 September 2000). "New Strategies for Organic Catalysis: The First Enantioselective Organocatalytic 1,3-Dipolar Cycloaddition". Journal of the American Chemical Society. American Chemical Society (ACS). 122 (40): 9874–9875.
doi:
10.1021/ja005517p.
ISSN0002-7863.
^Paras, Nick A.; MacMillan, David W. C. (13 April 2001). "New Strategies in Organic Catalysis: The First Enantioselective Organocatalytic Friedel−Crafts Alkylation". Journal of the American Chemical Society. American Chemical Society (ACS). 123 (18): 4370–4371.
doi:
10.1021/ja015717g.
ISSN0002-7863.
PMID11457218.