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- W2049133924 abstract "Tetrahydropyran derivatives 14–17 and 22–25 are formed in good yields by cyclisation of methyl-6-hydroxy-2-hexenoate 6 or 2-heptenoate 7 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 7 varies with the nature of the electrophilic reagent. Soumis à l'action de divers agents électrophiles (acide m-Cl-perbenzoïque, chlorure de phénylsélénium, N-bromosuccinimide, iode), les hydroxy-6 méthoxy-2 hexène-2 et heptène-2 oates de méthyle 6 et 7 conduisent respectivement aux dérivés tétrahydropyranniques 14 à 17 et 22 à 25 avec de bons rendements. La cyclisation des isomères Z et E de ces alcools est stéréospécifique. Avec l'alcool secondaire 7 la stéréosélectivité de la réaction dépend largement de la nature de lélectrophile." @default.
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- W2049133924 date "1989-01-01" @default.
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- W2049133924 title "Heterocyclisations des hydroxy-6 methoxy-2 hexene-2 et heptene-2 oates de methyle." @default.
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- W2049133924 doi "https://doi.org/10.1016/s0040-4020(01)85792-6" @default.
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