Synthesis of the tricyclic core of colchicine via a dienyne tandem ring-closing metathesis reaction

Abstract : The synthesis of the tricyclic framework of colchicine has been achieved using a tandem ring-closing metathesis reaction of dienynes as the key step. In this process, both seven-membered rings B and C were formed in one step. Oxidation of tertiary allylic alcohol derived from the tandem metathesis product furnished an intermediate in the total synthesis of colchicine. © 2007 American Chemical Society.
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François-Didier Boyer, Issam Hanna. Synthesis of the tricyclic core of colchicine via a dienyne tandem ring-closing metathesis reaction. Organic Letters, American Chemical Society, 2007, 9 (12), pp.2293-2295. ⟨10.1021/ol070708j⟩. ⟨hal-00951293⟩

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