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The Stereoselective Total Synthesis of the Elusive Cephalosporolide F.

Leonardo Xochicale-SantanaOmar Cortezano-ArellanoBernardo Antonio Frontana-UribeVíctor M Jiménez PérezFernando Sartillo-Piscil
Published in: The Journal of organic chemistry (2023)
Here we report a seven-step protecting-group-free stereoselective total synthesis of the elusive (+)-cephalosporolide F from d-glucose. A microwave-assisted reaction between the Meldrum's acid and the d-glucose to the respective octono-1,4-lactone derivative, and a low temperature visible-light photoredox spirocyclization of a chiral N -alkoxyphthalimide to ceph F, are the two key chemical reactions that allowed the accomplishment of this unprecedented feat under an environmentally friendly processes.
Keyphrases
  • visible light
  • blood glucose
  • type diabetes
  • blood pressure
  • adipose tissue
  • skeletal muscle