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

Hongli Bao, Xiangbing Qi, Uttam K. Tambar

Research output: Contribution to journalArticlepeer-review

40 Scopus citations


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
Issue number5
StatePublished - Feb 9 2011

ASJC Scopus subject areas

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


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