Issue 20, 1992

Phenylselenyl halide induced formation of cyclic nitrones from alkenyl oximes

Abstract

Oximes possessing alk-γ- or -δ-enyl substituents are cyclised by phenylselenyl bromide, or by phenylselenyl chloride and an appropriate silver salt, to the corresponding cyclic nitrones; the seleno nitrones undergo facially specific cycloadditions with N-methylmaleimide, bis(alk-γ,δ-enyl) and bis(alk-δ,δ-enyl) ketones undergo regiospecific cyclisation and stereospecific cycloaddition to furnish spirocyclic products.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1537-1538

Phenylselenyl halide induced formation of cyclic nitrones from alkenyl oximes

R. Grigg, M. Hadjisoteriou, P. Kennewell and J. Markandu, J. Chem. Soc., Chem. Commun., 1992, 1537 DOI: 10.1039/C39920001537

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