Journal of the American Chemical Society

Regio-and enantioselective allylic amination of achiral allylic esters catalyzed by an iridium-phosphoramidite complex

T Ohmura, JF Hartwig

Index: Ohmura, Toshimichi; Hartwig, John F. Journal of the American Chemical Society, 2002 ,  vol. 124,  # 51  p. 15164 - 15165

Full Text: HTML

Citation Number: 268

Abstract

A new catalytic asymmetric process, the iridium-catalyzed enantioselective allylic amination of (E)-cinnamyl and terminal aliphatic allylic carbonates, was developed by exploring complexes of chiral phosphoramidites. The reaction provided branched secondary and tertiary allylic amines in high yields with excellent regio-and enantioselectivity (13 examples over 94% ee). Although the reactions in polar solvent such as DMF, EtOH, and MeOH ...