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Tert-butylsulfonamide. A new nitrogen source for catalytic aminohydroxylation and aziridination of olefins

Academic Article
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Overview

authors

  • Gontcharov, A. V.
  • Liu, H.
  • Sharpless, K. Barry

publication date

  • September 1999

journal

  • Organic Letters  Journal

abstract

  • [reaction: see text] The N-chloramine salt of tert-butylsulfonamide has been shown to be an efficient nitrogen source and the terminal oxidant for catalytic aminohydroxylation and aziridination of olefins, resembling closely Chloramine-T by its behavior in these catalytic reactions. The sulfonyl-nitrogen bond in the product or its derivatives is easily cleaved under mild acidic conditions, allowing for facile liberation of the amino group.

subject areas

  • Alkenes
  • Amines
  • Aziridines
  • Catalysis
  • Chloramines
  • Hydroxylation
  • Nitrogen
  • Oxidants
  • Sulfonamides
  • Tosyl Compounds
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol990761a

PubMed ID

  • 10823205
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Additional Document Info

start page

  • 783

end page

  • 786

volume

  • 1

issue

  • 5

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