Direct catalytic asymmetric addition of allyl cyanide to ketones

Ryo Yazaki, Naoya Kumagai, Masakatsu Shibasaki

研究成果: Article査読

68 被引用数 (Scopus)

抄録

A direct catalytic asymmetric addition of allyl cyanide to ketones with a bimetallic catalytic system comprising (R,R)-Ph-BPE/[Cu(CH3CN) 4]ClO4/LiOAr is described. Exclusive γ-addition of allyl cyanide was observed, affording optically enriched tertiary alcohols bearing Z-configured α,ß-unsaturated nitriles. The reaction proceeded under proton-transfer conditions, utilizing soft Lewis acid/hard Brønsted base bifunctional catalysis. The applicability of the reaction to aromatic, heteroaromatic, and aliphatic ketones demonstrates its wide substrate generality.

本文言語English
ページ(範囲)3195-3197
ページ数3
ジャーナルJournal of the American Chemical Society
131
9
DOI
出版ステータスPublished - 2009 3 11
外部発表はい

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)
  • 生化学
  • コロイド化学および表面化学

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