%0 Journal Article
%A Oura, Ichiro
%A Shimizu, Kenta
%A Ogata, Kenichi
%A Fukuzawa, Shin-ichi
%D 2010
%T Highly Endo-Selective and Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylide with α-Enones Catalyzed by a Silver(I)/ThioClickFerrophos Complex
%U https://acs.figshare.com/articles/journal_contribution/Highly_i_Endo_i_Selective_and_Enantioselective_1_3_Dipolar_Cycloaddition_of_Azomethine_Ylide_with_Enones_Catalyzed_by_a_Silver_I_ThioClickFerrophos_Complex/2776330
%R 10.1021/ol100336q.s004
%2 https://acs.figshare.com/ndownloader/files/4470742
%K enantioselectivity
%K Enantioselective
%K functionalized
%K ee
%K Complex
%K Dipolar
%K cycloaddition
%K ratio
%K source
%K pyrrolidine
%K enone
%K dipolar
%K Enone
%K enantioselectivitie
%K methyl
%K Azomethine Ylide
%K Catalyzed
%K cyclopentenone
%K yield
%K endo
%K azomethine ylides
%K Cycloaddition
%X A silver(I)/ThioClickFerrophos complex catalyzed the highly endo-selective asymmetric 1,3-dipolar cycloaddition reaction of methyl N-benzylideneglycinate (the source of azomethine ylides) with (E)-acyclic α-enones having an endo/exo ratio of 90/10 to 99/1. The highly functionalized endo-4-acyl pyrrolidines were obtained in good yields with high enantioselectivities (up to 98% ee). The complex also effectively catalyzed endo-selective reactions with 2-cyclopentenone to give the endo-bicyclic pyrrolidine in high enantioselectivity.
%I ACS Publications