Diphenylprolinol Silyl Ether Catalysis in an Asymmetric Formal Carbo [3+3] Cycloaddition Reaction via a Domino Michael/Knoevenagel Condensation

被引：97

作者：

Hayashi, Yujiro ^{[1
]}

Toyoshima, Maya ^{[1
]}

Gotoh, Hiroaki ^{[1
]}

Ishikawa, Hayato ^{[1
]}

机构：

[1] Tokyo Univ Sci, Dept Ind Chem, Fac Engn, Shinjuku Ku, Tokyo 1628601, Japan

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 01期

关键词：

DIELS-ALDER REACTION; NATURAL-PRODUCT SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; ENANTIOSELECTIVE CONSTRUCTION; ORGANIC-CHEMISTRY; STEREOCENTERS; ORGANOCATALYSIS; FUNCTIONALIZATION; AMINOCATALYSIS; CYCLIZATION;

D O I：

10.1021/ol802330h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diphenylprolinol silyl ether was found to catalyze the formal carbo [3 + 3] cycloaddition reaction through the domino reaction via the Michael reaction, followed by Knoevenagel condensation of the alpha,beta-unsaturated aldehyde and dimethyl 3-oxopentanedioate, affording substituted cyclohexenone derivatives with excellent enantioselectivity.

引用

页码：45 / 48

页数：4

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