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Concise syntheses of (-)-habiterpenol and (+)-2,3- epi -habiterpenol via redox radical cyclization of alkenylsilane.

Haruki TaguchiMayuko KawaguchiTohru NagamitsuMasaki Ohtawa
Published in: Organic & biomolecular chemistry (2023)
The concise syntheses of (-)-habiterpenol and (+)-2,3- epi -habiterpenol from (3a R )-(+)-sclareolide and 6-methoxyindanone in 11 and 12 steps, respectively, were enabled by the regioselective addition of the TMS-indenyl anion and the facile stereoselective metal hydride hydrogen atom transfer (MHAT)-initiated redox radical cyclization of alkenylsilane.
Keyphrases
  • electron transfer
  • ionic liquid
  • visible light
  • molecular dynamics
  • quantum dots
  • reduced graphene oxide
  • highly efficient
  • metal organic framework