The three-component reaction of dicarbomethoxycarbene, aldehydes, and β-nitrostyrenes:: A stereoselective synthesis of substituted tetrahydrofurans

被引：43

作者：

Nair, V ^{[1
]}

Mathai, S ^{[1
]}

Varma, RL ^{[1
]}

机构：

[1] CSIR, Reg Res Lab, Div Organ Chem, Trivandrum 695019, Kerala, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 04期

关键词：

D O I：

10.1021/jo035673p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh(II)-catalyzed reaction of dimethyl diazomalonate with aryl aldehydes and beta-nitrostyrenes results in the formation of highly substituted tetrahydrofurans. The reaction may be considered to involve the Huisgen dipolar cycloaddition of the carbonyl ylide, generated from the dicarbomethoxycarbene and the aldehyde, to the beta-nitrostyrene. The diastereoselectivity of the reaction may be attributed to the concerted nature of the carbonyl ylide cycloaddition.

引用

页码：1413 / 1414

页数：2

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