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Highly enantioselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones with isatins for the construction of chiral spirocyclic oxindole-dihydropyranones.

Zhen-Hua WangXia-Yan ZhangChuan-Wen LeiJian-Qiang ZhaoYong YouWei-Cheng Yuan
Published in: Chemical communications (Cambridge, England) (2019)
A highly stereoselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones and isatins was developed. With this developed protocol, a series of chiral spirocyclic oxindole-dihydropyranones were obtained in good to excellent yields (73-99%) and enantioselectivities (71-97% ee).
Keyphrases
  • molecular docking
  • capillary electrophoresis
  • ionic liquid
  • randomized controlled trial
  • mass spectrometry
  • molecular dynamics simulations