4.5 Article

Asymmetric Intermolecular Stetter Reactions of Aromatic Heterocyclic Aldehydes with Arylidenemalonates

期刊

SYNTHESIS-STUTTGART
卷 -, 期 23, 页码 3864-3868

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1083229

关键词

Stetter reaction; N-heterocyclic carbene; organocatalysis; nucleophilic acylation; umpolung

资金

  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie

向作者/读者索取更多资源

The asymmetric Michael addition of aromatic heterocyclic aldehydes to arylidenemalonates catalyzed by N-heterocyclic carbenes is described. The ketomalonates are obtained in 84-98% yields and moderate to good enantioselectivities (30-78% ee). The enantiomeric excesses Could be improved to excel lent levels of Lip to 99% ee after a single recrystallization.

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