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.
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页数：5
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