A selective ring opening reaction of 4,6-O-benzylidene acetals in carbohydrates using trialkylsilane derivatives

被引：133

作者：

Sakagami, M ^{[1
]}

Hamana, H ^{[1
]}

机构：

[1] Shionogi & Co Ltd, Res Labs, Fukushima Ku, Osaka 5530002, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(00)00877-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reductive ring opening reactions of 4,6-O-benzylidene-protected carbohydrates to the corresponding benzyl ethers using trialkylsilane derivatives were examined. When Et3SiH(or PS-DESTM)-TfOH was used, 6-O-benzyl ethers with 4-hydroxy unsubstituted were obtained, while, when Et3SiH(or PS-DESTM)-PhBCl2 was used, 4-O-benzyl ethers with 6-hydroxy unsubstituted were obtained in quantitative yield with excellent selectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：5547 / 5551

页数：5

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