Scope and mechanism of deprotection of carboxylic esters by bis (tributyltin) oxide

…, EG Mata, OA Mascaretti

Index: Salomon, Claudio J.; Mata, Ernesto G.; Mascaretti, Oreste A. Journal of Organic Chemistry, 1994 , vol. 59, # 24 p. 7259 - 7266

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Citation Number: 69

Abstract

Methyl and ethyl esters of aliphatic and aromatic carboxylic acids as well as benzyl carboxylates, thiol esters and double esters such as (pivaloy1oxy) methyl carboxylates have been successfully cleaved with bis (tributyltin1 oxide to give the free carboxylic acids in good yields. The reaction is carried out in aprotic solvents under essentially neutral conditions and thus this method can serve as an ideal procedure for the cleavages of esters with other ...