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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/100/02-03/0091-0111

    • Keywords

       

      Chiral synthesis; sugars; Claisen rearrangement; Corynanthe-type indole alkaloid; sesquiterpene; steroid

    • Abstract

       

      For the purpose of organic syntheses of some corynanthe-type indole alkaloids, sesquiterpenes, and steroids, optically active intermediates cyclopentanone 3-allylalcohol, α-methylene-γ-butylo lactones andtrans-hydrindanone-propionic acid, were synthesized from (R)- and (S)-isopropylideneglyceraldehyde derived fromD-mannitol andLascorbic acid, respectively, utilizing Claisen rearrangement as a key reaction. Actually total syntheses of natural alkaloids, (-)-antirhine, (+)-dihydroantirhine and (-) dihydrocorynantheol were accomplished.

    • Author Affiliations

       

      Tetsuji Kametani1 Hiroko Kasai1 Etsuko Sato2 Toshio Suzuki2

      1. Institute of Medicinal Chemistry, Hoshi University, Ebara 2-4-41,Shinagawa-ku, Tokyo - 142, Japan
      2. Department of Pharmacy, Akita University Hospital, Hondo1-1-1, Akita - 010, Japan
    • Dates

       
  • Journal of Chemical Sciences | News

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