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Synlett 2021; 32(18): 1816-1825
DOI: 10.1055/s-0040-1706033
DOI: 10.1055/s-0040-1706033
account
Additions to Racemates: A Strategy for Developing Asymmetric Cross-Coupling Reactions
F.W.G. is grateful to the National Research Fund, Luxembourg, for an AFR Ph.D. Grant (11588566); the EPSRC Doctoral Training Partnership (DTP) for a studentship (EP/N509711/1); and Vertex Pharmaceuticals for financial support.
Abstract
In this Account, the authors describe their progress in developing catalytic asymmetric C(sp3)–C(sp3) and C(sp3)–C(sp2) cross-coupling reactions. Whereas most catalytic enantioselective transformations rely on prochiral or meso starting materials, strategies that use racemic starting materials are rare. Key features of these reactions are efficient mechanisms for deracemization. Here, the authors present copper-catalyzed alkylation and rhodium-catalyzed Suzuki–Miyaura-type arylation reactions, their underlying mechanisms, and their applications in complex-molecule syntheses.
Key words
asymmetric catalysis - arylboronic acids - copper catalysis - cross-coupling - rhodium catalysis - Suzuki–Miyaura reactionPublication History
Received: 01 March 2021
Accepted after revision: 21 March 2021
Article published online:
12 April 2021
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