Tetrahedron Letters

Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound.

A Hassner, R D'Costa, AT McPhail, W Butler

Index: Hassner, Alfred; D'Costa, Rosario; McPhail, Andrew T.; Butler, William Tetrahedron Letters, 1981 , vol. 22, # 38 p. 3691 - 3694

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Citation Number: 27

Abstract

Abstract: Vinylaziridine 2 undergoes reaction with electrophilic acetylenes and olefins to produce 7-membered azepine derivatTves. With B-nitro-styrene however, a novel rearrangement occurs, presumably via an ene reaction to form lD_, the structure of which is definitively shown by x-ray diffraction.