Concomitant [2,3]-sigmatropic rearrangement of allylic sulfilimines and intramolecular N-alkylation. Synthesis of 2-vinyl substituted cyclic amines

Roland E. Dolle, Chun Sing Li, Antony N. Shaw

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Allylic phenyl and methyl sulfides bearing a strategically positioned electrophilic center have been shown to undergo concomitant [2,3]-sigmatropic rearrangement and intramolecular N-alkylation upon oxidative conversion to allylic sulfilimines and treatment with aqueous base. This one-pot transformation leads to the title class of compounds in good yield.

Original languageEnglish
Pages (from-to)4723-4726
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number35
DOIs
StatePublished - 1989

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