Premium
A Mild and Selective Method for the Hydrolysis of Esters with Trimethyltin Hydroxide
Author(s) -
Nicolaou K. C.,
Estrada Anthony A.,
Zak Mark,
Lee Sang Hyup,
Safina Brian S.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462207
Subject(s) - hydrolysis , hydroxide , chemistry , ester hydrolysis , dichloroethane , organic chemistry , catalysis
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.