Premium
Enantioselective Reaction of 2 H ‐Azirines with Phosphite Using Chiral Bis(imidazoline)/Zinc(II) Catalysts
Author(s) -
Nakamura Shuichi,
Hayama Daiki
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704133
Subject(s) - enantioselective synthesis , synthon , chemistry , catalysis , imidazoline receptor , yield (engineering) , amine gas treating , nucleophile , zinc , medicinal chemistry , organic chemistry , imine , combinatorial chemistry , materials science , medicine , metallurgy
The first highly enantioselective nucleophilic addition reaction of phosphites with 2 H ‐azirines has been developed. The reaction was applied to various 3‐substituted 2 H ‐azirines using novel chiral bis(imidazoline)/Zn II catalysts to afford products in good yield with high enantioselectivity. The transformation of the obtained optically active aziridines showed that 2 H ‐azirines act as either α,β‐ or β,β‐dicarbocationic amine synthons.