66951-99-3

Upstream product

• 31919-47-8 1-benzoyladamantane 
• 768-90-1 1-Adamantyl bromide 
• 119-61-9 benzophenone 
• 935-56-8 1-chloroadamantane 
• 3732-30-7 1-Adamantyllithium 
• 60-29-7 diethyl ether 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 828-51-3 1-Adamantanecarboxylic acid 

Downstream Products

• 51046-41-4 α,α-diphenyl-1-tricyclo[3.3.1.1.(3,7)]decylmethyl chloride 
• 154393-25-6 1-adamantylfluorodiphenylmethane 
• 114446-67-2 1-adamantylmethoxydiphenylmethane 
• 1427162-23-9 1-[6,6-diphenyl-6-(1-tricyclo[3.3.1.1.3,7]decyl)hexyl]piperidine 
• 1427162-74-0 4-[6,6-diphenyl-6-(1-tricyclo[3.3.1.1.(3,7)]decyl)hexyl]-1-methylpiperazine 
• 1427162-86-4 ζ,ζ-diphenyl-ζ-(1-tricyclo[3.3.1.1.(3,7)]decane)hexanol 
• 1427162-91-1 ethyl ε,ε-diphenyl-ε-(1-tricyclo[3.3.1.1.(3,7)]decane)hexanoate 
• 1427269-30-4 ethyl (E)-ε,ε-diphenyl-ε-(1-tricyclo[3.3.1.1.(3,7)]decyl)hex-α-enoate 
• 1427162-56-8 γ,γ-diphenyl-γ-(1-tricyclo[3.3.1.1.3,7]decyl)butanal 
• 1427269-29-1 1-[5,5-diphenyl-5-(1-tricyclo[3.3.1.1.(3,7)]decyl)pentyl]piperidine 
• 1427269-28-0 1-methyl-4-[5,5-diphenyl-5-(1-tricyclo[3.3.1.1.(3,7)]decyl)pentyl]piperazine 
• 1427162-80-8 1-(δ,δ-diphenyl-δ-(1-tricyclo[3.3.1.1.(3,7)]decyl)pentanoyl)piperidine 
• 1427163-16-3 1-methyl-4-(δ,δ-diphenyl-δ-(1-tricyclo[3.3.1.1.(3,7)]decyl)pentanoyl)piperazine 
• 1427162-73-9 ethyl δ,δ-diphenyl-δ-(1-tricyclo[3.3.1.1.(3,7)]decyl)pentanoate 

Relevant academic research and scientific papers

Preparation of 1-adamantyl ketones: Structure, mechanism of formation and biological activity of potential by-products

Reactions between adamantane-1-carbonyl chloride and several Grignard reagents as well as interactions with solvents have been examined. Some new and unexpected adamantane derivatives were isolated, fully characterized and their biological activity determined. In particular, an unexpected isochromanone 16 was formed in an SEAr process, in which a stable hydrocarbon was the leaving group.

REDUCTION POTENCIAL OF REAGENTS : II - A TOOL TO ANTICIPATE YIELDS OF ORGANOMETALLIC REACTIONS ?

Reduction potential of four cage-structure halogenated derivatives and five alycyclic and aromatic ketones have been determined by cyclic voltammetry.For the Barbier reaction these parameters are used to anticipate the behaviour of intermediates formed at

SYNTHESE DE MOLECULES ENCOMBREES. RECHERCHE DES CONDITIONS OPTIMALES DE CONDENSATION DES COMPOSES ORGANOLITHIENS CAGE SUR DIFFERENTS SUBSTRATS ORGANIQUES

The reactivity of bridgehead organo-lithium compounds with three nonenolisable ketones (hexamethylacetone, adamantanone and benzophenone) has been examined in various media.The condensations require use of mixed solvents (pentane-ether or pentane-THF), but secondary products are formed by solvent-attack.The alkylation of the bridgehead structure, by increasing the lipophilicity of the molecule, makes it possible to solubilise organolithium compounds in hydrocarbons and to perform condensations therein. Condensations with hexamethylacetone, adamantanone and benzophenone lead to alcohols in yields of 72, 95 and 60percent, respectively, with 3,5,7-trimethyl-1-adamantyl-lithium in pentane, but only 40, 42 and 47 percent for 1-adamanty-lithium in mixed solvents.The best yields of condensation product are obtained either by the Grignard reaction (two-step reaction) or by the Barbier synthesis (one-step alternative Grignard reaction).The choice between these two methods depends essentially on the nature of the cage-radical in the halide.