Vicinal diamination of alkenes under Rh-catalysis

David Olson, Justin Y. Su, D. Allen Roberts, J. Du Bois

Research output: Contribution to journalArticle

62 Scopus citations

Abstract

The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially protected vicinal diamines. Demonstration of the utility of this method for the syntheses of (±)-enduracididine and (±)-allo-enduracididine is highlighted.

Original languageEnglish (US)
Pages (from-to)13506-13509
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number39
DOIs
StatePublished - Oct 1 2014
Externally publishedYes

ASJC Scopus subject areas

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

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