Cerium(III) chloride-promoted chemoselective esterification of phenolic alcohols

被引：57

作者：

Torregiani, E

Seu, G

Minassi, A

Appendino, G

机构：

[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy

[2] Dipartimento Chim Inorgan & Analit, I-09042 Monserrato, CA, Italy

[3] Univ Piemonte Orientale, Dipartimento Sci Chim Alimentari Farmaceut & Farm, I-28100 Novara, Italy

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 13期

关键词：

esterification; phenolic alcohols; lanthanides; capsiate; hydroxytyrosol;

D O I：

10.1016/j.tetlet.2005.02.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and operationally simple method for the chemoselective esterification of phenolic alcohols is described. The reaction overcomes the tyranny of protection, and capitalizes on the activation of acyl halides with cerium(III) chloride to selectively esterify alcohol hydroxyls in the presence of phenolic ones. The generality of the reaction was demonstrated with a series of phenolic alcohols of dietary relevance (vanillol, hydroxytyrosol, epicatechin), providing an expeditious entry into a series of compounds of relevance for biomedical research, some of which previously available only by enzymatic methods. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2193 / 2196

页数：4

共 24 条

[1]

Appendino G, 2003, DIETARY SUPPLEMENTS OF PLANT ORIGIN, P43

[2] Chemoselective esterification of phenolic acids and alcohols [J].