Heterocyclisations des hydroxy-6 methoxy-2 hexene-2 et heptene-2 oates de methyle. |
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| Authors: | V ronique Faivre, Christine Lila, Alfred Saroli,Alain Doutheau |
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| Affiliation: | Laboratoire de Chimie Organique, Département de Biochimie, Institut National des Sciences Appliquées de Lyon, 20, Avenue Albert Einstein, F - 69621 Villeurbanne Cédex France |
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| Abstract: | Tetrahydropyran derivatives – and – are formed in good yields by cyclisation of methyl-6-hydroxy-2-hexenoate or 2-heptenoate mediated by various electrophilic reagents (mCPBA, benzeneselenyl chloride, N-bromosuccinimide, iodine). Cyclisations of Z and E isomers are stereospecific. The diastereoselectivity of cyclisation of the secondary alcohol varies with the nature of the electrophilic reagent. |
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