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Diastereoselective Synthesis of Pyrrolidines via the Yb(OTf)3 Catalyzed Three-Component Reaction of Aldehydes, Amines, and 1,1-Cyclopropanediesters

Cheryl A. Carson and Michael A. Kerr*

*Department of Chemistry, The University of Western Ontario, London, Ontario, Canada, N6A 5B7, Email: makerruwo.ca

C. A. Carson, M. A. Kerr, J. Org. Chem., 2005, 70, 8242-8244.

DOI: 10.1021/jo0512251


Abstract

The reaction of 1,1-cyclopropandiesters with aldimines, generated in situ by the condensation of primary amines or anilines with aldehydes, in the presence of Yb(OTf)3 as catalyst leads to pyrrolidines in good yields.

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Key Words

Pyrrolidines


ID: J42-Y2005-1420