Ag/ThioClickFerrophos catalyzed highly enantioselective 1,3-dipolar cycloaddition of azomethine ylides with alkenes

作者:Shimizu Kenta; Ogata Kenichi; Fukuzawa Shin ichi*
来源:Tetrahedron Letters, 2010, 51(38): 5068-5070.
DOI:10.1016/j.tetlet.2010.07.085

摘要

A silver(I)/ThioClickFerrophos complex catalyzed the endo selective asymmetric 1,3-dipolar cycloaddition reaction of methyl N-benzylideneglycinate (the source of azomethine ylides) with alpha,beta-unsaturated esters and maleimides to give the endo-2,4,5- and 2,3,4,5-substituted pyrrolidines in good yields with high enantioselectivities (up to 99% ee). The complex also effectively catalyzed the endo selective reactions with beta-nitrostyrene to give the 4-nitropyrrolidine in a high enantioselectivity.

  • 出版日期2010-9-22