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Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties.

Hao-Peng LvXiao-Peng YangBai-Lin WangHao-Di YangXing-Wang WangZheng Wang
Published in: Organic letters (2021)
An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).
Keyphrases
  • ionic liquid
  • room temperature
  • capillary electrophoresis
  • visible light
  • solid state
  • molecular docking
  • reduced graphene oxide
  • highly efficient
  • editorial comment
  • mass spectrometry
  • metal organic framework