Synthesis

Acid-and base-stable esters: A new protecting group for carboxylic acids

M Kurosu, K Biswas, P Narayanasamy, DC Crick

Index: Kurosu, Michio; Biswas, Kallolmay; Narayanasamy, Prabagaran; Crick, Dean C. Synthesis, 2007 , # 16 p. 2513 - 2516

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Citation Number: 2

Abstract

Abstract An acid-and base-stable protecting group for carboxylic acids is described. The esters of (2, 6-dichloro-4-methoxyphenyl)(2, 4-dichlorophenyl) methanol are stable to Brønsted and Lewis acids, Brønsted bases, and a wide variety of nucleophiles; however, the esters can be conveniently deprotected by a solvolytic displacement reaction with 20% trifluoroacetic acid.