Catalytic Asymmetric Alkylation of Acylsilanes1. (17th November 2014)

• Record Type: Journal Article
• Authors: Rong, Jiawei; Oost, Rik; Desmarchelier, Alaric; Minnaard, Adriaan J.; Harutyunyan, Syuzanna R.
• Is Part Of: Angewandte Chemie. Volume 127:Number 10(2015)
• Page Start: 3081
• Page End: 3085
• Publication Date: 2014-11-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201409815
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>