The [2,3] sigmatropic rearrangement of N-benzyl-O-allylhydroxylamines

Stephen G. Davies*, John F. Fox, Simon Jones, Anne J. Price, Miguel A. Sanz, Thomas G.R. Sellers, Andrew D. Smith, FÁtima C. Teixeira

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

He rearrangement of a range of N-benzyl-O-allylhydroxylamines to the corresponding N-allylhydroxylamines upon treatment with n-BuLi in THF, followed by reduction to the corresponding N-allylamines, is described. Mechanistic studies of the transformation are consistent with an intramolecular [2,3] sigmatropic rearrangement.

Original languageEnglish
Pages (from-to)1757-1765
Number of pages9
JournalJournal of the Chemical Society. Perkin Transactions 1
Volume2
Issue number15
DOIs
Publication statusPublished - 31 May 2002

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