Diphenylprolinol Silyl Ether Catalyzed Asymmetric Formal Carbo [3+3] Cycloaddition Reaction of Isopropylidenemalononitrile and α,β-Unsaturated Aldehyde

被引：2

作者：

Umekubo, Nariyoshi ^{[1
]}

Han, Xiaolei ^{[1
]}

Mori, Naoki ^{[1
]}

Hayashi, Yujiro ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, 6-3 Aza Aoba, Sendai, Miyagi 9808578, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 2022卷 / 26期

关键词：

Asymmetric reaction; 3+3] Cycloaddition; Cyclohexene derivatives; Domino reaction; Organocatalyst; MICHAEL ADDITION; ENALS; BOND; MALONONITRILES; CASCADE;

D O I：

10.1002/ejoc.202200603

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective formal carbo [3+3] cycloaddition reaction of isopropylidenemalononitrile (1) and alpha,beta-unsaturated aldehyde, catalyzed by diphenylprolinol silyl ether, was developed. The reaction is a domino Michael/aldol-type reaction, followed by Al2O3-mediated dehydration to afford 5-substituted cyclohexene derivatives possessing a methylene-malononitrile moiety, with excellent enantioselectivity.

引用

页数：5

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