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Synthesis 2005(3): 465-469  
DOI: 10.1055/s-2004-834955
PAPER
© Georg Thieme Verlag Stuttgart · New York

Diastereoselectivity in the Cycloaddition of 1-Benzyl-2-piperazinone Nitrone with Alkenes

Ronald C. Bernotas*, Lily Sing, Dirk Friedrich
Aventis Pharmaceuticals, Box 6800, Route 202-206, Bridgewater, NJ 08807, USA
Fax: +1(484)8659399; e-Mail: BERNOTR@wyeth.com;
Further Information

Publication History

Received 30 July 2004
Publication Date:
08 December 2004 (online)

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Abstract

The diastereoselectivity of the [2 + 3]-cycloaddition of 1-benzyl-2-piperazinone nitrone with several alkenes has been examined. exo-Type cycloadducts predominated for most substrates.

Key words

cycloadditions - diastereoselectivity - heterocycles - substituent effects - bicyclic compounds - nitrone - alkenes

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