Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A

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Kakde, Badrinath N.; Kumar, Nivesh; Mondal, Pradip Kumar; Bisai, Alakesh;
(2016)
  • Publisher: Figshare
  • Related identifiers: doi: 10.1021/acs.orglett.6b00446.s002, doi: 10.1021/acs.orglett.6b00446.s003
  • Subject: synthesis | Biotechnology | carbotetracyclic core | marine sesquiterpene quinol | Microbiology | Physiology | Medicine | Marine Biology | reaction works | enantioenriched arylvinylcarbinols | Lewis acid | Biochemistry | Total Synthesis | Biophysics
    • FOR: 110309 Infectious Diseases | 39999 Chemical Sciences not elsewhere classified

A Lewis acid catalyzed Nazarov-type cyclization of arylvinylcarbinol has been developed for the asymmetric synthesis of carbotetracyclic core of merosesquiterpenes. The reaction works only in the presence of 2 mol % of Sn­(OTf)<sub>2</sub> and Bi­(OTf)<sub>3... View more
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