Mild and chemoselective deacetylation method using a catalytic amount of acetyl chloride in methanol

被引：39

作者：

Yeom, CE ^{[1
]}

Lee, SY ^{[1
]}

Kim, YJ ^{[1
]}

Kim, BM ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Nat Sci, Sch Chem, Seoul 151747, South Korea

来源：

SYNLETT | 2005年 / 10期

关键词：

acetyl chloride; acetate; catalytic; chemoselective; protecting group;

D O I：

10.1055/s-2005-869838

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient deacetylation of alcohol acetates under mild acidic conditions was accomplished with a catalytic amount of acetyl chloride in methanol. Acetates of various primary, secondary, aromatic and sugar alcohols were successfully deprotected. Highly chemoselective removal of acetyl groups in presence of other commonly employed esters was also achieved in excellent yields. The reactivity of this transesterification-mediated deacetylation was found to be directly dependent upon the electronic and steric nature of the acetates.

引用

页码：1527 / 1530

页数：4

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