Cyclic Allyl Carbamates in Stereoselectivesyn SE′ Processes: Synthetic Approach to Sarcodictyins and Eleutherobin - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2007

Cyclic Allyl Carbamates in Stereoselectivesyn SE′ Processes: Synthetic Approach to Sarcodictyins and Eleutherobin

Résumé

Our synthetic approach of marine diterpenoids sarcodictyins A and B and eleutherobin relies on the one-step attachment of a C5–C9 side chain at the C10 position. The C1,C10 cis-disubstituted cyclohexene derivative is obtained in 86 % yield with total stereoselectivity. The reaction is based on a syn SE′ process involving a cyclic (Z)-allyl diisopropylcarbamate.
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03. Eur. J. Org. Chem. 2007, 5235–5243 Sarco.pdf (1.47 Mo) Télécharger le fichier
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hal-02371125 , version 1 (12-10-2021)

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Sylvie Dhulut, Arnaud Bourin, Marie-Isabelle Lannou, Etienne Fleury, Nathalie Lensen, et al.. Cyclic Allyl Carbamates in Stereoselectivesyn SE′ Processes: Synthetic Approach to Sarcodictyins and Eleutherobin. European Journal of Organic Chemistry, 2007, 2007 (31), pp.5235-5243. ⟨10.1002/ejoc.200700490⟩. ⟨hal-02371125⟩
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