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

François-Didier Boyer; Issam Hanna

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

François-Didier Boyer ¹ Issam Hanna ^{2, *}

* Corresponding author

2 DCSO - Laboratoire de synthèse organique

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.

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

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https://hal-polytechnique.archives-ouvertes.fr/hal-00951293
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Submitted on : Monday, March 3, 2014 - 2:40:13 PM
Last modification on : Thursday, February 7, 2019 - 5:16:35 PM

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

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

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