Enantiopure Chiral (2, 4, 6-Triisopropylbenzoyl) oxy-[D1] methyllithium: Configurational Stability, Reactions, and Mechanistic Studies

DC Kapeller, F Hammerschmidt

Index: Kapeller, Dagmar C.; Hammerschmidt, Friedrich Journal of Organic Chemistry, 2009 , vol. 74, # 6 p. 2380 - 2388

Full Text: HTML

Citation Number: 16

Abstract

The configurational stability of enantiopure chiral (2, 4, 6-triisopropylbenzoyl) oxy-[D1] methyllithium generated by a tin− lithium exchange was tested on the macroscopic time scale, employing trapping experiments with benzaldehyde. It was found to be configurationally stable for minutes at− 78° C and to be an appropriate substitute for the carbamoyloxy-substituted analogue in terms of cleavage. Its addition to several ...