Catalytic enantioselective [2,3]-rearrangements of amine N-oxides

Hongli Bao, Xiangbing Qi, Uttam K. Tambar

Research output: Contribution to journalArticle

34 Scopus citations

Abstract

The first Pd-catalyzed enantioselective [2,3]-rearrangement of allylic amine N-oxides is described, which formally represents an asymmetric Meisenheimer rearrangement. The mild reaction conditions enable the synthesis of chiral nonracemic aliphatic allylic alcohol derivatives with reactive functional groups. On the basis of preliminary studies, a cyclization-mediated mechanism is proposed.

Original languageEnglish (US)
Pages (from-to)1206-1208
Number of pages3
JournalJournal of the American Chemical Society
Volume133
Issue number5
DOIs
StatePublished - Feb 9 2011

ASJC Scopus subject areas

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

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