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- Title
Catalytic Asymmetric Alkylation of Acylsilanes.
- Authors
Rong, Jiawei; Oost, Rik; Desmarchelier, Alaric; Minnaard, Adriaan J.; Harutyunyan, Syuzanna R.
- Abstract
The highly enantioselective addition of Grignard reagents to acylsilanes is catalyzed by copper diphosphine complexes. This transformation affords α-silylated tertiary alcohols 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.
- Subjects
ACYLSILANES; ALKYLATION; ENANTIOSELECTIVE catalysis; CATALYST synthesis; GRIGNARD reagents; COPPER compounds; DIPHOSPHINE; CHEMICAL reduction
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 10, p3081
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201409815