Selective oxidation of 1,2-diols by electrochemical method using organotin compound and bromide ion as mediators

被引：20

作者：

Maki, T

Fukae, K

Harasawa, H

Ohishi, T

Matsumura, Y

Onomura, O

机构：

[1] Nagasaki Univ, Fac Pharmaceut Sci, Nagasaki 852, Japan

[2] Kyoto Univ, Fac Engn, Sakyo Ku, Kyoto 606, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(97)10709-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new electrochemical method for a selective oxidation of 1,2-diols to keto alcohols was explored. The method used dibutyltin oxide and bromide ion as mediators, and the oxidation was found to proceed effectively at 0 degrees C under neutral conditions. Under these reaction conditions, 1,2-cyclohexanediol was selectively oxidized even in the presence of primary and secondary alcohols. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：651 / 654

页数：4

共 8 条

[1]

DAVID S, 1974, CR ACAD SCI C CHIM, V278, P1051

[2] BROMINOLYSIS REACTION OF STANNYLENE DERIVATIVES - REGIOSPECIFIC SYNTHESIS OF CARBOHYDRATE-DERIVED HYDROXY-KETONES [J].