First stereoselective total synthesis of pectinolide H |
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Authors: | D Ramesh V Shekhar D Chantibabu S Rajaram U Ramulu Y Venkateswarlu |
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Institution: | Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | The stereoselective total synthesis of bio-active pectinolide H (1) is described. Midland’s asymmetric reduction, Sharpless dihydroxylation reactions are involved in generating the stereogenic centers at C-4′, C-5 and C-1′. Other key steps in the synthesis are Sonogashira cross coupling, Z-selective Still–Gennari olefination, one-pot acetonide deprotection–lactonization, and Lindlar’s reaction. This offers a distinctive strategy for the synthesis of γ-lactones. |
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