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An alternative stereoselective total synthesis of (-)-pyrenophorol
Authors:Gurrala Alluraiah  Reddymasu Sreenivasulu  Choragudi Chandrasekhar
Institution:1. Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar, A.P, India;2. Department of Chemistry, University College of Engineering (Autonomous), Jawaharlal Nehru Technological University, Kakinada, Andhra Pradesh, India
Abstract:The total synthesis of 16-membered C2–Symmetric dilactone (-)-Pyrenophorol was accomplished starting from commercially available (S)-epoxide prepared by hydrolytic kinetic resolution of (±) – epoxide with key steps of Grignard reaction, Swern oxidation, Wittig reaction and cyclization was achieved by intermolecular Mitsunobu cyclization. The synthesis of (-)-Pyrenophorol accomplished from cheaply available starting material, easily work-up procedures and reduction of cost in industrial process were major advantages of this route.
Keywords:(S)-epoxide  swern oxidation  wittig reaction  mitsunobu cyclization  (-)-pyrenophorol
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