4.8 Article

N-Heterocyclic Carbene Catalyzed Formal [3+2] Annulation Reaction of Enals: An Efficient Enantioselective Access to Spiro-Heterocycles

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 38, 页码 10232-10236

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201405381

关键词

asymmetric synthesis; enals; N-heterocyclic carbenes; organocatalysis; spiro-heterocycles

资金

  1. Alexander von Humboldt Foundation
  2. Fonds der Chemischen Industrie
  3. Deutsche Forschungsgemeinschaft [SPP 1179]

向作者/读者索取更多资源

A highly enantioselective N-heterocyclic carbene (NHC) catalyzed formal [3+2] annulation of alpha, beta-unsaturated aldehydes with azaaurones or aurone generating spiro-heterocycles has been developed. The protocol represents a unique NHC-activation-based approach to access spiro-heterocyclic derivatives bearing a quaternary stereogenic center with high optical purity (up to 95% ee).

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