Abstract
The s t ruc tu re of the products (IIIa-c) (30-40% yield) was proved by the NMR, mass , IR, and UV spec t ra l data. It may be assumed that the reac t ion mechanism includes the step of forming the vinyl cation in termedia te (IV), in which subsequent in t ramolecu la r e lect rophi l ic at tack by the aeyl moiety on the sa tura ted carbon atom is rea l ized , which causes a CI-C 5 hydride shift with stabil ization of the carbonium ce n t e r formed at C 1 due to reac t ion with F. The possibil i ty of real iz ing such 1,5-hydride shifts was postulated by us previously as being one of the steps in the format ion of cyclopentenone when (In-b) a re reacted with (CH3)~CCOBF 4 and (CH~)~CHCOBF 4 [1].
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