Protecting group free enantiospecific total syntheses of structurally diverse natural products of the tetrahydrocannabinoid family.

  title={Protecting group free enantiospecific total syntheses of structurally diverse natural products of the tetrahydrocannabinoid family.},
  author={Dattatraya H. Dethe and Rohan D Erande and Samarpita Mahapatra and Saikat Das and Vijaya Kumar B},
  journal={Chemical communications},
  volume={51 14},
A simple, highly diastereoselective, Lewis acid catalyzed Friedel-Crafts coupling of a cyclic allylic alcohol with resorcinol derivatives has been developed. The method was applied for the enantiospecific total syntheses of structurally diverse natural products such as machaeriol-D, Δ(8)-THC, Δ(9)-THC, epi-perrottetinene and their analogues. Synthesis of both natural products and their enantiomers has been achieved with high atom economy, in a protecting group free manner and in less than 6… Expand
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