SYNTHESIS AND DIELS-ALDER REACTIONS OF E-1-TRIMETHYLSILYLBUTA-1,3-DIENE

被引：63

作者：

JUNG, ME

GAEDE, B

机构：

[1] Contribution No. 3904 from the Department of Chemistry, University of California, Los Angeles

来源：

TETRAHEDRON | 1979年 / 35卷 / 05期

关键词：

D O I：

10.1016/0040-4020(79)87006-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthesis of E-1-trimethylsilylbuta-1,3-diene (1) has been achieved, and its Diels-Alder reactions with maleic anhydride, diethyl maleate, dimethyl fumarate, methyl propiolate, acrolein and acrylonitrile have been investigated. The structures of the products were studied to determine the stereoselectivity and regioselectivity of the reactions of this diene. In all cases with monosubstituted dienophiles the silyldiene 1 afforded the 1,3-disubstituted isomer (meta isomer) as the predominate regioisomer. © 1979.

引用

页码：621 / 625

页数：5

共 14 条

[1]

ALDER K, 1950, LIEBIGS ANN CHEM, V570, P230

[2] A SYNTHESIS OF VITAMIN-A FROM CYCLOHEXANONE [J].