Lewis acid catalyzed [1,3]-sigmatropic rearrangement of vinyl aziridines

Matthew Brichacek, Dongeun Lee, Jon T Njardarson

Research output: Contribution to journalArticle

63 Scopus citations

Abstract

(Chemical Equation Presented) This paper details the copper-catalyzed ring expansion of vinyl aziridines to 3-pyrrolines. Broad substrate scope (24 examples) using tosyl-and phthalimide-protected vinyl aziridine substrates is observed. Cu(hfacac)2 was determined to be superior to all other catalysts tested.

Original languageEnglish (US)
Pages (from-to)5023-5026
Number of pages4
JournalOrganic Letters
Volume10
Issue number21
DOIs
Publication statusPublished - 2008
Externally publishedYes

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ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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