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: Article査読

2 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. This journal is

本文言語English
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Published - 2020 11 7

ASJC Scopus subject areas

  • Chemistry(all)

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