Mild deprotection of PMB ethers using tert-butyl bromide

被引：5
|
作者：
Rival, Nicolas [1 ]
Grados, Arantxa Albornoz [2 ]
Schiavo, Lucie [2 ]
Colobert, Francoise [2 ]
Hanquet, Gilles [2 ]
机构：
[1] SINTEF Mat & Chem, NO-0314 Oslo, Norway
[2] Univ Strasbourg, ECPM, CNRS, Lab Synth & Catalyse Associe, F-67087 Strasbourg, France
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 49期
关键词：
PMB ether deprotection; Tert-butyl bromide; Selective deprotection; 4-Methoxybenzyl ether; P-METHOXYBENZYL ETHERS; 4-METHOXYBENZYL MPM ETHERS; SELECTIVE DEPROTECTION; PROTECTING GROUPS; CERIUM(III) CHLORIDE; CLEAVAGE; BENZYL; REMOVAL; ACETALS; FACILE;
D O I：
10.1016/j.tetlet.2015.10.067
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient and high yielding method for the cleavage and scavenging of p-methoxybenzyl protecting group of several alcohols using tert-butyl bromide in refluxing acetonitrile is described. Under these mild conditions other protecting groups such as acid sensitive allyl, benzyl, and Me3CPh2Si ethers, or isopropylidene acetals were unchanged. Interestingly, a selective alkoxy-PMB cleavage was observed in the presence of a PMB phenoxy ether. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6823 / 6826
页数：4
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