ELECTROREDUCTIVE CYCLIZATION REACTIONS - ATTEMPTS TO USE 2(5H)FURANONES (ALPHA,BETA-UNSATURATED BUTENOLIDES) - DOMINANCE OF ACID-BASE OVER CYCLIZATION CHEMISTRY

被引：11

作者：

AMPUTCH, MA ^{[1
]}

LITTLE, RD ^{[1
]}

机构：

[1] UNIV CALIF SANTA BARBARA,DEPT CHEM,SANTA BARBARA,CA 93106

来源：

TETRAHEDRON | 1991年 / 47卷 / 03期

关键词：

D O I：

10.1016/S0040-4020(01)90497-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The potential utility of butenolides as substrates in the electroreductive cyclization reaction has been investigated. A variety of butenolides bearing either alpha,beta-unsaturated ester, an alpha,beta,gamma,delta-unsaturated ester, allylic bromide, bromide, mesylate or aldehyde functionality on the appending side chain have been examined. The performance of each of these systems under electroreductive cyclization reaction conditions is severely limited by the presence of acidic protons at C5 of the butenolide ring and at C1 of the appending side chain.

引用

页码：383 / 402

页数：20

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