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Synlett 1999; 1999(5): 653-655
DOI: 10.1055/s-1999-2682
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[3 + 2] Cycloaddition Reactions of Proline Benzyl Ester Nitrone with Alkenes and Alkynes

Ronald C. Bernotas* , Jeffrey S. Sabol, Lily Sing, Dirk Friedrich
  • *Hoechst Marion Roussel, Inc., Box 6800, Rt. 202-206, Bridgewater, NJ 08807 USA; Fax (1)-9 08-2 31-35 77; E-mail: ronald.bernotas@hmrag.com
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Publication History

Publication Date:
31 December 1999 (online)

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Proline-based nitrone 2a has been synthesized. It readily underwent [3 + 2] cycloadditions with a variety of alkene and alkyne substrates to give isoxazolidines and isoxazolines, respectively, with good to excellent regio- and diastereoselectivity.

[3 + 2] cycloaddition - isoxazolidine - isoxazolin - nitrone

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