LEWIS ACID-CATALYZED REACTIONS OF METHYL PROPIOLATE WITH UNACTIVATED ALKENES

被引：134

作者：

SNIDER, BB

RODINI, DJ

CONN, RSE

SEALFON, S

机构：

[1] Department of Chemistry, Princeton University, 08540, Princeton, New Jersey

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1979年 / 101卷 / 18期

关键词：

D O I：

10.1021/ja00512a029

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Methyl propiolate undergoes Lewis acid catalyzed reactions with alkenes in high yield. Mono-and 1, 2-disubstituted alkenes give mainly cyclobutenes. 1, 1-Disubstituted, trisubstituted, and tetrasubstituted alkenes give only ene adducts. Use of ethylaluminum dichloride as catalyst allows the isolation of pure products from acid-sensitive alkenes. Functionalized alkenes containing nonbasic functional groups are suitable substrates. Alkenes containing more basic functional groups are suitable if 2 equiv of catalyst is used. © 1979, American Chemical Society. All rights reserved.

引用

页码：5283 / 5293

页数：11

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