Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu2+ Salts

S Mundinger, U Jakob, P Bichovski…

Index: Mundinger, Stephan; Jakob, Uwe; Bichovski, Plamen; Bannwarth, Willi Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 8968 - 8979,12

Full Text: HTML

Citation Number: 15

Abstract

A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu (OTf) 2 by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should ...