A mild and selective cleavage of trityl ethers by CBr4-MeOH

被引:24
|
作者
Yadav, JS [1 ]
Reddy, BVS [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
trityl ethers; carbon tetrabromide; alcohols;
D O I
10.1016/S0008-6215(00)00241-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Trityl ethers are selectively deprotected to the corresponding alcohols in high yields by CBr4 in refluxing methanol under neutral reaction conditions. Other hydroxyl protecting groups like isopropylidene, allyl, benzyl, acetyl, benzoyl, methyl, tosyl, prenyl, propargyl, tert-butyldiphenylsilyl and p-methoxybenzyl ethers are unaffected. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:885 / 888
页数:4
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