Diastereomer-differentiating hydrolysis of 1,3-diol-acetonides:: A simplified procedure for the separation of syn- and anti-1,3-diols

被引：12

作者：

Bode, SE ^{[1
]}

Müller, M ^{[1
]}

Wolberg, M ^{[1
]}

机构：

[1] Forschungszentrum Julich, Inst Biotechnol 2, D-52425 Julich, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 04期

关键词：

D O I：

10.1021/ol017223u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new method to facilitate the separation of diastereomeric syn- and anti-1,3-diols is described. The method relies on the different hydrolysis rates of the corresponding diastereomeric acetonides. Treatment of a dichloromethane solution of syn- and anti-1,3-diol-acetonide with a catalytic amount of diluted aqueous hydrochloric acid leads to the selective cleavage of the anti diastereomer. The resulting anti-1,3-diol can be easily separated from the unchanged syn-1,3-diol-acetonide.

引用

页码：619 / 621

页数：3

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