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Asymmetric Catalytic Diverse Ring Opening/Cycloadditions of Cyclobutenones with (E)-Alkenyloxindoles and (E)-Dioxopyrrolidines.

Yao LuoHang ZhangSiyuan WangYuqiao ZhouShunxi DongXiaoming Feng
Published in: Organic letters (2020)
Highly enantioselective ring-opening/cycloaddition reactions of cyclobutenones were achieved by employing chiral N,N'-dioxide/metal complexes as the catalysts. The Diels-Alder type cycloaddition with (E)-alkenyloxindoles yielded spirocyclohexaneoxindoles with excellent results. Meanwhile, a hetero-Diels-Alder process occurred with (E)-dioxopyrrolidines to afford spiropyrrolidinone-dihydropyranone derivatives.
Keyphrases
  • highly efficient
  • ionic liquid
  • capillary electrophoresis
  • transition metal
  • crystal structure
  • mass spectrometry