%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