Tetrahedron

Triphenylphosphine dibromide: a simple one-pot esterification reagent

C Salomé, H Kohn

Index: Salome, Christophe; Kohn, Harold Tetrahedron, 2009 , vol. 65, # 2 p. 456 - 460

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Citation Number: 18

Abstract

We report a one-pot, expedient protocol for the conversion of carboxylic acids to their esters using excess triphenylphosphine dibromide, base, and the alcohol. The reaction gave the esterified product in moderate-to-high yields (30–95%). For chiral acids, the reaction proceeded with little or no racemization. Use of a chiral alcohol in this transformation gave the ester with retention of configuration of the stereogenic center. Information is presented ...