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

Publication ,  Journal Article
Hassner, A; D'Costa, R; McPhail, AT; Butler, W
Published in: Tetrahedron Letters
January 1, 1981

Vinylaziridine 2 undergoes reaction with electrophilic acetylenes and olefins to produce 7-membered azepine derivatives. With β-nitro-styrene however, a novel rearrangement occurs, presumably via an ene reaction to form 10, the structure of which is definitively shown by x-ray diffraction. © 1981.

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Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1981

Volume

22

Issue

38

Start / End Page

3691 / 3694

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

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Hassner, A., D’Costa, R., McPhail, A. T., & Butler, W. (1981). Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound. Tetrahedron Letters, 22(38), 3691–3694. https://doi.org/10.1016/S0040-4039(01)81995-X
Hassner, A., R. D’Costa, A. T. McPhail, and W. Butler. “Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound.Tetrahedron Letters 22, no. 38 (January 1, 1981): 3691–94. https://doi.org/10.1016/S0040-4039(01)81995-X.
Hassner A, D’Costa R, McPhail AT, Butler W. Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound. Tetrahedron Letters. 1981 Jan 1;22(38):3691–4.
Hassner, A., et al. “Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound.Tetrahedron Letters, vol. 22, no. 38, Jan. 1981, pp. 3691–94. Scopus, doi:10.1016/S0040-4039(01)81995-X.
Hassner A, D’Costa R, McPhail AT, Butler W. Cycloaddition of vinyl aziridines with unsaturated substrates. A novel rearrangement of an unsaturated nitro compound. Tetrahedron Letters. 1981 Jan 1;22(38):3691–3694.
Journal cover image

Published In

Tetrahedron Letters

DOI

ISSN

0040-4039

Publication Date

January 1, 1981

Volume

22

Issue

38

Start / End Page

3691 / 3694

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry