Highly Enantioselective Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylide Catalyzed by a Copper(I)/ClickFerrophos Complex

Shin-ichi Fukuzawa and Hiroshi Oki

*Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan, Email: fukuzawachem.chuo-u.ac.jp

S.-i. Fukuzawa, H. Oki, Org. Lett., 2008, 10, 1747-1750.

DOI: 10.1021/ol8003996

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Abstract

A copper(I)/ClickFerrophos complex catalyzed the asymmetric 1,3-dipolar cycloaddition of methyl N-benzylideneglycinates with electron deficient alkenes to give exo-2,4,5-trisubstituted and 2,3,4,5-substituted pyrrolidines in good yields with high diastereo- and enantioselectivities.

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Highly Endo-Selective and Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylide with α-Enones Catalyzed by a Silver(I)/ThioClickFerrophos Complex

I. Oura, K. Shimizu, K. Ogata, S.-i. Fukuzawa, Org. Lett., 2010, 12, 1752-1755.

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Key Words

1,3-dipolar cycloadditions, pyrrolidines

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ID: J54-Y2008-1130