An efficient construction of bicyclic systems containing a seven-membered ring by tandem ring-closing metathesis reactions of dienynes

François-Didier Boyer 1 Issam Hanna 2, *
* Corresponding author
1 Unité de Phytopharmacie et Médiateurs Chimiques, INRA, Versailles, France
2 DCSO - Laboratoire de synthèse organique
Abstract : Various (5-7) and (6-7) bicyclic dienes bearing quaternary methyl group and ester functionality have been synthesized from acyclic dienynes by tandem ring-closing metathesis (RCM) reaction. Epoxidation of these conjugated dienes led to bicyclic vinyl oxiranes which undergo acid-catalyzed addition of alcohols to afford highly oxygenated compounds. © 2006 Elsevier B.V. All rights reserved.
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Submitted on : Monday, March 3, 2014 - 2:46:12 PM
Last modification on : Thursday, February 7, 2019 - 3:03:39 PM

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CNRS | X-DCSO | X | PARISTECH | INC-CNRS | INRA | X-DEP-CHIM

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François-Didier Boyer, Issam Hanna. An efficient construction of bicyclic systems containing a seven-membered ring by tandem ring-closing metathesis reactions of dienynes. Journal of Organometallic Chemistry, Elsevier, 2006, 691 (24-25), pp.5181-5188. ⟨10.1016/j.jorganchem.2006.07.014⟩. ⟨hal-00951296⟩

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