Palladium-catalyzed ring-forming aminoacetoxylation of alkenes

Erik J. Alexanian, Chulbom Lee, Erik J. Sorensen

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329 Scopus citations

Abstract

A mild, palladium(II)-catalyzed ring-forming aminoacetoxylation of alkenes is described. Treatment of a range of nitrogen nucleophiles with catalytic palladium(II) in the presence of PhI(OAc)2 as oxidant resulted in alkene aminoacetoxylation, affording a variety of nitrogen-containing heterocycles. Our studies indicate the possibility for high levels of reaction regio- and stereocontrol. It appears that this is a stereoselective trans alkene difunctionalization and thus a useful alternative to related cis-selective, metal-catalyzed alkene aminohydroxylation processes.

Original languageEnglish (US)
Pages (from-to)7690-7691
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number21
DOIs
StatePublished - Jun 1 2005

All Science Journal Classification (ASJC) codes

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

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