An alternative stereoselective total synthesis of (-)-pyrenophorol |
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Authors: | Gurrala Alluraiah Reddymasu Sreenivasulu Choragudi Chandrasekhar |
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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 |
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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. |
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Keywords: | (S)-epoxide swern oxidation wittig reaction mitsunobu cyclization (-)-pyrenophorol |
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