Stereoselective total synthesis of a potent natural antifungal compound (6S)-5,6,dihydro-6-[(2R)-2-hydroxy-6-phenyl hexyl]-2H-pyran-2-one |
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| Authors: | Biswanath Das Keetha Laxminarayana Martha Krishnaiah Duddukuri Nandan Kumar |
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| Institution: | aOrganic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | A practical stereoselective synthesis of (6S)-5,6,dihydro-6-(2R)-2-hydroxy-6-phenyl hexyl]-2H-pyran-2-one (1), a potent natural antifungal compound, is described. The sequence involves diastereoselective iodine-induced electrophilic cyclization, epoxide ring opening with a vinyl Grignard reagent and ring closing metathesis (RCM) as the key steps. |
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| Keywords: | 6-Substituted 5 6-dihydro 2H-pyran-2-one Antifungal compound Total synthesis Diastereoselective iodo cyclization Ring closing metathesis |
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