92581-12-9

Upstream product

• 132356-17-3 allyldiisobutyltelluronium bromide 
• 103-26-4 methyl cinnamate 
• 102-92-1 Cinnamoyl chloride 
• 107-05-1 3-chloroprop-1-ene 
• 18925-10-5 allylzinc bromide 
• 102-92-1 cinnamoyl chloride 
• 103-26-4 Methyl cinnamate 
• 106-95-6 allyl bromide 
• 18854-66-5 tris(allyl)aluminum 
• 26829-64-1 (E)-cinnamoyl azide 
• 1730-25-2 allylmagnesium bromide 
• 1138-15-4 cinnamoyl imidazole 
• 60-29-7 diethyl ether 
• 17377-82-1 (E)-1-methylpropyl cinnamate 

Relevant academic research and scientific papers

Generation of allyl Grignard reagents via titanocene-catalyzed activation of allyl halides

A protocol for the generation of allyl Grignard reagents via the catalytic activation of allyl halides is described herein. Subsequent nucleophilic addition to carbonyl derivatives provided the desired homo allylic alcohols in excellent yields (84-99%). E

Solvent- and catalyst-free gem-bisallylation of carboxylic acid derivatives with allylzinc bromide

A rapid and efficient procedure for the solvent-free synthesis of gem-bisallylation products has been achieved by allylzinc bromide with carboxylic acid derivatives in the absence of any catalysts at room temperature.

An efficient of Grignard-type procedure for the preparation of gem-diallylated compound

An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gem-diallylated compound under mild reaction condition has been developed. The triallylaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated.

Gem-diallylation of acyl azides with allylsamarium bromide under mild conditions

Allylsamarium bromide reacts with acyl azides to give the corresponding gem-diallylation products, 4-alkyl-1,6-heptadienes-4-ols (3), in good to excellent yields. This novel reaction proceeds readily within a few minutes at room temperature.

Metal zinc-promoted gem-bisallylation of acid chlorides with allyl chlorides in the presence of chlorotrimethylsilane

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.

Tellurium-zinc exchange between organotelluronium salts and diethylzinc - Reaction of the In Situ generated mixed diorganozinc with carbonyl compounds

Organotelluronium salts undergo a smooth tellurium-zinc exchange reaction with diethylzinc. The in situ generated mixed diorganozinc reagents reacted with carbonyl compounds to give secondary or tertiary alcohols in good to excellent yields.

Organometallic-type reactions in aqueous media mediated by indium. Allylation of acyloyl-imidazoles and pyrazoles. Regioselective synthesis of β,γ-unsaturated ketones.

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.