Benzylation of hydroxy groups with tertiary amine as a base

被引：40
|
作者：
Gathirwa, Jeremiah W. [1 ]
Maki, Toshihide [1 ]
机构：
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
来源：
TETRAHEDRON | 2012年 / 68卷 / 01期
关键词：
Benzylation; C-O coupling; Solventless reaction; REGIOSELECTIVE PROTECTION; KINETIC RESOLUTION; ETHER SYNTHESIS; ALKYL-HALIDES; ALCOHOLS; 1,2-DIOLS; CATALYST; MILD; RING; MONOBENZOYLATION;
D O I：
10.1016/j.tet.2011.10.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 degrees C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：370 / 375
页数：6
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