A novel 1,2-migration of acyloxy, phosphatyloxy, and sulfonyloxy groups in allenes: Efficient synthesis of tri- and tetrasubstituted furans

Anna W. Sromek, Alexander V. Kel'in, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

172 Scopus citations

Abstract

Heading south: The 1,2-migration of the acyloxy, phosphatyloxy, and sulfonyloxy groups in allenyl systems has been discovered. This migration, combined with the transition-metal-catalyzed cycloisomerization reaction, leads to the efficient synthesis of tri- and tetrasubstituted acyl-, phosphatyl-, and sulfonyloxy-substituted furans as single regioisomers.

Original languageEnglish (US)
Pages (from-to)2280-2282
Number of pages3
JournalAngewandte Chemie - International Edition
Volume43
Issue number17
DOIs
StatePublished - Apr 19 2004
Externally publishedYes

Keywords

  • Cyclization
  • Furans
  • Homogeneous catalysis
  • Rearrangement
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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