A novel method for regioselective ring-opening reduction of 4,6-O-benzylidene hexopyranoside derivatives using CoCl2 and BH3•THF

被引：31

作者：

Tani, Shinki ^{[1
]}

Sawadi, Sho ^{[1
]}

Kojima, Masaru ^{[1
]}

Akai, Shoji ^{[1
]}

Sato, Ken-ichi ^{[1
]}

机构：

[1] Kanagawa Univ, Fac Engn, Organ Chem Lab, Kanagawa Ku, Yokohama, Kanagawa 2218686, Japan

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 17期

关键词：

carbohydrates; reductive benzylidene ring-opening; cobalt chloride; borane;

D O I：

10.1016/j.tetlet.2007.02.133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and facile reductive ring-opening reaction for 4,6-O-benzylidene acetal derivatives of hexopyranosides using CoCl2/BH3 center dot THF gave the corresponding 4-O-benzyl-6-OH derivatives selectively in good yields. This convenient method should allow large-scale synthesis at low cost. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3103 / 3104

页数：2