ELECTROREDUCTIVE RING-OPENING OF ALPHA,BETA-EPOXY CARBONYL-COMPOUNDS AND THEIR HOMOLOGS THROUGH RECYCLABLE USE OF DIPHENYL DISELENIDE OR DIPHENYL DITELLURIDE AS A MEDIATOR

被引：47

作者：

INOKUCHI, T ^{[1
]}

KUSUMOTO, M ^{[1
]}

TORII, S ^{[1
]}

机构：

[1] OKAYAMA UNIV,FAC ENGN,DEPT APPL CHEM,OKAYAMA 700,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 05期

关键词：

D O I：

10.1021/jo00292a032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel access to β-hydroxy carbonyl compounds from the corresponding a,0-epoxy carbonyl compounds has been attained through the recyclable use of diphenyl diselenide or diphenyl ditelluride as an electroreduction mediator in a MeOH-NaC1O4-(Pt) system. α,β-Epoxy ketones are converted to the corresponding aldols in the presence of malonic esters. Similarly, a,0-epoxy esters and nitriles can be reduced to the corresponding β-hydroxy compounds in the presence of acetic acid. © 1990, American Chemical Society. All rights reserved.

引用

页码：1548 / 1553

页数：6

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