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- W2049042112 abstract "Le réarrangement thermique d'époxydes et d'aziridines α-éthyléniques α'-acétyléniques a été réalisé. Le vinyl-éthynyl époxyde trans 1a conduit au formyl éthynyl cyclopropane cis (3aC) et trans (3aT), et au di-hydrofuranne 4a. L'isomère cis 1aC conduit aux mêmes produits mais par un mécanisme différent. La thermolyse des époxydes substitués sur le carbone acétylénique. 1e et 1d permet de préciser les mécanismes de ces réarrangements. Le réarrangement de la N-tert-butyl éthynyl-1 vinyl-3 aziridine trans conduit à la N-tert-butyl 1H azépine. The thermal rearrangement of α-ethylenic α'-acetylenic oxiranes and aziridines is described. Trans-vinyl-ethynyloxirane 1a yields trans (3aT) and cis (3aC) formyl-ethynyl-cyclopropane and dihydrofuran4a. The cis isomer 1aC yields the same products, but by a different mechanism. The proposed mechanism is supported by the analogous conversion of oxiranes substituted on the acetylenic carbon (1e and 1d). Thermolysis of trans N-tert-butyl-2-ethynyl-3-vinylaziridine leads to N-tert-butyl-1H-azepine." @default.
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- W2049042112 date "1977-01-01" @default.
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- W2049042112 title "Rearrangement thermique de cycles a 3 chainons α-ethyleniques α'-acetyleniques trans" @default.
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- W2049042112 doi "https://doi.org/10.1016/0040-4020(77)80254-8" @default.
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