4.8 Article

Catalytic Asymmetric Alkylation of Acylsilanes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 10, 页码 3038-3042

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201409815

关键词

acylsilanes; alkylation; asymmetric synthesis; copper catalysis; Grignard reactions

资金

  1. Netherlands Organization for Scientific Research (NWO-Vidi)
  2. China Scholarship Council (CSC)
  3. Ministry of Education, Culture and Science (Gravity program) [024.001.035]

向作者/读者索取更多资源

The highly enantioselective addition of Grignard reagents to acylsilanes is catalyzed by copper diphosphine complexes. This transformation affords -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.

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