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Stereoselective Total Synthesis of 4‐Ketoclonostachydiol |
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| Authors: | Singanaboina Rajaram Udugu Ramulu Dasari Ramesh Peddikotla Prabhakar Yenamandra Venkateswarlu |
| Institution: | Division of Natural Products Chemistry, Natural Products Laboratory, Indian Institute of Chemical Technology, Hyderabad – 500?007, India |
| Abstract: | An efficient stereoselective total synthesis of the bioactive 14‐membered natural macrocyclic bislactone 4‐ketoclonostachydiol is described. The strategy involves a Jacobsen's hydrolytic kinetic resolution (HKR), epoxide opening, MacMillan α‐hydroxylation, Horner? Wadsworth? Emmons olefination, a Grignard reaction, and Hoveyda? Grubbs‐II‐catalyzed ring‐closing metathesis (RCM) as key steps. |
| Keywords: | Gliocladium species MacMillan α‐hydroxylation Horner?Wadsworth?Emmons olefination Grignard reaction Ring closing metathesis (RCM) Catalysis |