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Total Synthesis of Ingenol

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posted on 22.12.2004, 00:00 by Andrew Nickel, Toru Maruyama, Haifeng Tang, Prescott D. Murphy, Blake Greene, Naeem Yusuff, John L. Wood
A total synthesis of the biologically important diterpene ingenol has been completed. Ring-closing olefin metathesis was used to construct the strained “inside−outside” tetracyclic skeleton, and a series of diastereoselective reactions were employed to complete the synthesis. Another naturally occurring ingenane, 20-deoxyingenol, has also been prepared.