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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 10期

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.

引用

页码：3272 / 3273

页数：2

共 18 条

[1]

BARBA F, 1986, J CHEM RES-S, P228

[2]

BARBA F, 1984, J ORG CHEM, V49, P302

[3] ANODIC-OXIDATION OF ALKYLATED BIPHENYLS - SYNTHETIC ROUTES TO CERTAIN CYCLOHEXA-1,4-DIENES [J].