Combined Computational and Experimental Studies on the Asymmetric Michael Addition of α-Aminomaleimides to β-Nitrostyrenes Using an Organocatalyst Derived from Cinchona Alkaloid

Naoki Sakai, Kyohei Kawashima, Masashi Kajitani, Seiji Mori, Takeshi Oriyama

研究成果: Contribution to journalArticle査読

抄録

Maleimides are often used as electrophiles in conventional reactions; however, their application as nucleophiles is limited to only a few reactions, and reactions utilizing α-aminomaleimides as asymmetric Michael donors have not been reported to date. Thus, in this work, asymmetric Michael addition of α-aminomaleimides as Michael donors to β-nitrostyrenes was conducted for the first time using an organocatalyst derived from a Cinchona alkaloid. Density functional theory investigations were crucial to improve the enantioselectivity of the adduct.

本文言語英語
ページ(範囲)5714-5718
ページ数5
ジャーナルOrganic letters
23
15
DOI
出版ステータス出版済み - 8 6 2021
外部発表はい

All Science Journal Classification (ASJC) codes

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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