Tuesday, 24 May 2005

This presentation is part of: Organic Posters

Synthesis and Reactions of Bicyclic Cyclopropylamines from Intramolecular Cylopropanation of Amino Acid Derivatives

Catherine A. Faler and Madeleine M. Joullie. University of Pennsylvania, Philadelphia, PA

Cyclopropylamines and substituted cycloproylamines are important structural element s in a variety of biologically active compounds. We have previously reported the Ti(II) mediated intramolecular coupling of a terminal olefin and the N,N-dimethyl carboxamide moiety of aromatic amino acid derivatives in the synthesis of novel and strained bicyclic structures. Here, we present the extension to other amino acids, [4.1.0] bicycles, and different amino substitutions. We also report the attempts of ring expansion to obtain novel piperidines and azepanes.

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