Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound

  • Jiao Long Zhou
  • , Li Jia Wang
  • , Hao Xu
  • , Xiu Li Sun
  • , Yong Tang*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

61 Scopus citations

Abstract

Highly efficient synthesis of chiral tetrasubstituted 2,3-dihydrofuran derivatives has been realized by Cu-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene-β-ketoester with a diazo compound. Following this methodology, a series of optically active multifunctionalized dihydrofurans were prepared in high yield with up to 96% ee and 99/1 dr.

Original languageEnglish
Pages (from-to)685-688
Number of pages4
JournalACS Catalysis
Volume3
Issue number4
DOIs
StatePublished - 5 Apr 2013
Externally publishedYes

Keywords

  • [4 + 1] cycloadditions
  • asymmetric
  • copper carbene
  • dihydrofurans

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