Nucleophilic Catalysis by 4-(Dialkylamino)pyridines Revisited-The Search for Optimal Reactivity and Selectivity

摘要

4-(Dimethylamino)pyridine (4-DMAP,1) is well known as a catalyst for the esterification of alcohols by acid anhydrides and for various other synthetically useful transformations involving acyl transfer.Its catalytic potential was first discovered by the groups of Litvinenko and Steglich in the late 1960s1341 and its synthetic utility and that of its congeners,including polymeric variants,'51 have been reviewed.Recently,attention has been focused on the development of enantiomerically pure chiral 4-(dialkylamino)pyridines for the kinetic resolution of alcohols and related enantioselective transformations.me 1).