81925-76-0Relevant articles and documents
Metal zinc-promoted gem-bisallylation of acid chlorides with allyl chlorides in the presence of chlorotrimethylsilane
Ishino, Yoshio,Mihara, Masatoshi,Kageyama, Manabu
, p. 6601 - 6604 (2002)
Treatment of acid chlorides (2) with allyl chlorides (1) in the presence of zinc dust and a catalytic amount of chlorotrimethylsilane (TMSCl) in THF brought about highly facile and effective coupling to give the corresponding gem-bisallylation products, 4-hydroxy-penta-1,6-dienes (3), in good to excellent yields. These reactions are assumed to proceed through allylzinc intermediates generated in situ.
Organometallic-type reactions in aqueous media mediated by indium. Allylation of acyloyl-imidazoles and pyrazoles. Regioselective synthesis of β,γ-unsaturated ketones.
Bryan, Vernal J.,Chan, Tak-Hang
, p. 6493 - 6496 (2007/10/03)
Indium mediated coupling of allylic bromide with acyloyl-imidazoles or pyrazoles in aqueous media gives the corresponding tertiary alcohols or ketones in good yield. The reaction provides a facile regioselective synthesis of P,β,γ-unsaturated ketones and its usefulness is demonstrated by the synthesis of the monoterpene artemesia ketone.
Process for the preparation of α,β-and β,γ-unsaturated ketones
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, (2008/06/13)
α,β-and β,γ-unsaturated ketones of formula STR1 possessing a double bond in one of the positions indicated by the dashed lines and wherein R and R1 have the meaning given above and index n stands for integer 1 or 2, are obtained by a process which consists in treating with a strong base in an inert organic solvent a diallyl carbinol of formula STR2 wherein symbol R represents a primary, secondary or tertiary alkyl radical, or a substituted or unsubstituted phenyl radical, and symbol R1 represents a hydrogen atom or an alkyl radical.