STEREOSELECTIVE OBTENTION OF TRANS-3,6-DIMETHOXY-1,3,6-TRIMETHYLCYCLOHEXA-1,4-DIENE BY ANODIC METHOXYLATION OF PSEUDOCUMENE

被引:5
作者
BARBA, I
GOMEZ, C
CHINCHILLA, R
机构
[1] Division de Quimica Organica, Universidad de Alicante, 03080-Alicante
关键词
D O I
10.1021/jo00297a052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anodic oxidation of a methanolic solution of pseudocumene (1) in a single-cell apparatus at constant current using sodium methoxide as the supporting electrolyte afforded trans-3,6-dimethoxy-l,3,6-trimethylcyclohexa-1,4-diene (5). This is the first time that 1,4-addition stereoselectivity has been observed in the anodic oxidation of alkylbenzenes. A rationale is provided. © 1990, American Chemical Society. All rights reserved.
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页码:3272 / 3273
页数:2
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