Tetrahedron Letters

An unprecedented and highly chemoselective esterification method

ASY Lee, HC Yang, FY Su

Index: Lee, Shih-Yuan Adam; Yang, Hui-Chun; Su, Feng-Yih Tetrahedron Letters, 2001 , vol. 42, # 2 p. 301 - 303

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Citation Number: 31

Abstract

A series of carboxylic acids was transformed to their corresponding methyl esters under CBr4/CH3OH (0.05 eq., 5 ml) reaction conditions. The rate of esterification is decreased with increasing bulkiness of the alcohol. Chemoselectivity can be achieved between phenylacetic and benzoic acids, sp3-C and sp2-C acids as well as between sp3-C and sp-C tethered carboxylic acids.

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