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Cu(I)-Catalyzed Highly Exo-selective and Enantioselective [3 + 2] Cycloaddition of Azomethine Ylides with Acrylates

Wenzhong Gao, Xumu Zhang and Malati Raghunath

*104 Chemistry Building, Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania, Email: xumuchem.psu.edu

W. Gao, X. Zhang, M. Raghunath, Org. Lett., 2005, 7, 4241-4244.

DOI: 10.1021/ol0516925 (free Supporting Information)


Abstract

A Cu(I)-catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine ylides to acrylates with high exo/endo selectivity and up to 98% enantiomeric excess has been developed.

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proposed mechanism



Key Words

1,3-dipolar cycloaddition, N-Heterocycles


ID: J54-Y2005-1220