A Mild and Selective Method for the Hydrolysis of Esters with Trimethyltin Hydroxide

K. C. Nicolaou(University of California, San Diego), Anthony A. Estrada(Scripps Research Institute), Mark Zak(Scripps Research Institute), Sang Hyub Lee(Scripps Research Institute), Brian S. Safina(University of California, San Diego)
Angewandte Chemie International Edition
January 26, 2005
Cited by 372

Abstract

Mild, selective, and efficient: A new method that involves the use of trimethyltin hydroxide for the hydrolysis of specific ester groups allows chemists to steer clear of unwanted elimination reactions and epimerizations. For example, the conversion of ester 1 into carboxylic acid 2 takes place under mild conditions, with nearly complete retention of stereochemical integrity. 1,2-DCE=1,2-dichloroethane.


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