An oxidative [2,3]-sigmatropic rearrangement of allylic hydrazides

Benjamin F. Strick, Devon A. Mundal, Regan J. Thomson*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

The development of an efficient oxidative [2,3]-sigmatropic rearrangement of allylic hydrazides, via singlet N-nitrene intermediates, is reported. The requisite allylic hydrazide precursors are readily prepared and undergo smooth sigmatropic rearrangement upon exposure to iodosobenzene. The products of this novel transformation are shown to be useful precursors to a variety of compounds.

Original languageEnglish (US)
Pages (from-to)14252-14255
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number36
DOIs
StatePublished - Sep 14 2011

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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