Author Archives: Rong J, Oost R, Desmarchelier A, Minnaard AJ, Harutyunyan SR

Catalytic Asymmetric Alkylation of Acylsilanes.

Catalytic Asymmetric Alkylation of Acylsilanes.

Angew Chem Int Ed Engl. 2014 Nov 17;

Authors: Rong J, Oost R, Desmarchelier A, Minnaard AJ, Harutyunyan SR

Abstract
The highly enantioselective addition of Grignard reagents to acylsilanes is catalyzed by copper diphosphine complexes. This transformation affords tertiary aryl- and vinyl-substituted α-hydroxysilanes in up to 97 % yield and 98:2 enantiomeric ratio. The competing Meerwein-Ponndorf-Verley reduction is suppressed by the use of a mixture of Lewis acid additives. The chiral catalyst can be recovered as a copper complex and used repeatedly without any loss of catalytic activity.

PMID: 25403641 [PubMed – as supplied by publisher]

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