Evidence for an enolate mechanism in the asymmetric Michael reaction of α,β-unsaturated aldehydes and ketones: Via a hybrid system of two secondary amine catalysts

Nariyoshi Umekubo, Takahiro Terunuma, Eunsang Kwon, Yujiro Hayashi

研究成果: ジャーナルへの寄稿学術論文査読

18 被引用数 (Scopus)

抄録

The key nucleophile was found to be neither an enamine nor an enol, but an enolate in the direct Michael reaction of α,β-unsaturated aldehydes and non-activated ketones catalyzed by two amine catalysts namely diphenylprolinol silyl ether and pyrrolidine. This is a rare example of an enolate from a ketone serving as a key intermediate in the asymmetric organocatalytic reaction involving secondary amine catalysts because the ketone enolates are generally generated using a strong base, and the enamine is a common nucleophile in this type of reaction.

本文言語英語
ページ(範囲)11293-11297
ページ数5
ジャーナルChemical Science
11
41
DOI
出版ステータス出版済み - 2020 11月 7

フィンガープリント

「Evidence for an enolate mechanism in the asymmetric Michael reaction of α,β-unsaturated aldehydes and ketones: Via a hybrid system of two secondary amine catalysts」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