Acylation of olefins by acetyl hexachloroantimonate. Selective formation of .beta.,.gamma.-unsaturated ketones under kinetic control and mechanistic rationale as an ene reaction

Lewis acid catalyzed reactions of methyl propiolate with unactivated alkenes

“…The IR spectrum is superlmposable with a published spectrum. 31 Anal. Caled for C9H14O2: m/e 154.0993.…”

Preparation of δ-Chloro-α-allenyl Ketones by Acylation of 3-Buten-1-ynes

“…Two mechanisms have been invoked to account for the acylation of olefins: electrophilic attack 21 to give a β-ketocation possibly followed by a cyclic transfer of the γ-hydrogen to oxygen, 1b or a heteroene reaction. 22 In the case of the acylation of butenynes, electrophilic attack would be expected to occur only at the end of the conjugated system. The answer to the problem of the orientation of the electrophilic addition to an unsymmetrical substrate is given by Markovnikov's rule: the positive portion of the reagent goes to the end of the double or triple bond that has more hydrogens.…”

Nano Copper-Cobalt Ferrite Catalyzed One-Pot Green Combination of β, γ- Unsaturated Ketones by Ultrasonication Method

“…Poor regioselectivity [7][8] of different methods using transition metals such as rhodium and nickel have been reported. A stimulating aspect of the Friedel-Crafts acylation of olefins is the frequent and sometimes exclusive formation of β,γunsaturated ketonic products [9][10][11][12][13]. It is often found that the accompanying and generally more stable.…”