Direct catalytic asymmetric conjugate addition of terminal alkynes to α,β-unsaturated thioamides

Ryo Yazaki, Naoya Kumagai, Masakatsu Shibasaki

研究成果: ジャーナルへの寄稿学術誌査読

140 被引用数 (Scopus)

抄録

Direct catalytic asymmetric conjugate addition of terminal alkynes to α,β-unsaturated thioamides under proton transfer conditions is described. Soft Lewis acid/hard Brønsted base cooperative catalysis is crucial for simultaneous activation of terminal alkynes and thioamides, affording the β-alkynylthioamides in a highly enantioselective manner. Control experiments suggested that the intermediate copper thioamide enolate can work as Brønsted base to drive the catalytic cycle via proton transfer. The divergent transformation of the thioamide functionality highlights the synthetic utility of the alkynylation products.

本文言語英語
ページ(範囲)10275-10277
ページ数3
ジャーナルJournal of the American Chemical Society
132
30
DOI
出版ステータス出版済み - 8月 4 2010
外部発表はい

!!!All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学一般
  • 生化学
  • コロイド化学および表面化学

フィンガープリント

「Direct catalytic asymmetric conjugate addition of terminal alkynes to α,β-unsaturated thioamides」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル