Intramolecular dipolar cycloaddition studies on the N-alkenyl nitrones 16, 17, 36 and 45 are reported. The regio- and stereo-chemistry of the product bicyclic isoxazolidines (precursors to ring B of gephyrotoxin 1) are sensitive to the nature and geometry of the alkene dipolarophile.
A. B. Holmes, A. B. Hughes, A. L. Smith and S. F. Williams, J. Chem. Soc., Perkin Trans. 1, 1992, 1089 DOI: 10.1039/P19920001089
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