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Asymmetric α-Regioselective [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates: Construction of Three Contiguous Stereocenters with Vicinal Quaternary Carbon Centers.

Xiaochen TianYongxing ZhangHao DongWeiwu RenYang Wang
Published in: The Journal of organic chemistry (2022)
Asymmetric α-regioselective annulation of MBH carbonates with 4-arylmethylisoxazol-5-ones has been developed to afford spirocyclic oxindole derivatives containing three contiguous stereogenic centers and vicinal all-carbon quaternary chiral centers. This reaction exhibits a broad substrate scope and excellent functional group tolerance. Excellent yields with high diastereo- and enantioselectivities were obtained in this efficient organocatalytic reaction.
Keyphrases
  • solid state
  • mass spectrometry
  • electron transfer
  • capillary electrophoresis