Amphiphilic pi-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups

作者:Meza Arismel Tena; Wurm Thomas; Smith Lewis; Kim Seung Wook; Zbeig Jason R; Stivala Craig E; Krische Michael J
来源:Journal of the American Chemical Society, 2018, 140(4): 1275-1279.
DOI:10.1021/jacs.7b13482

摘要

The first examples of amphiphilic reactivity in the context of enantioselective catalysis are described. Commercially available pi-allyliridium C,O-benzoates, which are stable to air, water and SiO2 chromatography, and are well-known to catalyze allyl acetate-mediated carbonyl allylation, are now shown to catalyze highly chemo-, regio- and enantioselective substitutions of branched allylic acetates bearing linear alkyl groups with primary amines.

  • 出版日期2018-1-31