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

页码：6823 / 6826

页数：4

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