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- W1994310808 abstract "La synthèse stéréospecifique d'époxydes diéthyléniques cis et trans-5 a-c est realisée á partir des glycols d-1 et méso 1a-c correspondants. Le réarrangement thermique des isomeres cis donne les dihydro-4,5 oxépines 6a-c (réaction sigmatropique-3,3 à état de transition bateau); avec les isomères trans, il se forme également les dihydro-2,3-furannes 7a-c. La fermeture disrotatoire d'un ylure de carbonyle intermédiaire à six electrons π est proposée pour expliquer la formation stéréospécifique des dihydrofurannes. The stereospecific synthesis of cis and trans diethylenic epoxides 5a-c is reported. Thermal rearrangement of cis epoxides gives 4,5-dihydro-oxepines 6a-c (3,3 sigmatropic reaction with boat transition state); the pyrolysis of the trans epoxides produces also 2,3-dihydro-furans 7a-c; the disrotatory ring closure of a carbonyl ylide is proposed to explain the stereospecific formation of dihydrofuranic compounds." @default.
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- W1994310808 date "1972-01-01" @default.
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- W1994310808 title "Stereochimie et mecanisme de l'isomerisation thermique d'epoxydes diethyleniques" @default.
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- W1994310808 doi "https://doi.org/10.1016/s0040-4020(01)93839-6" @default.
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