13670-84-3

Upstream product

• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 
• 583-60-8 2-Methylcyclohexanone 
• 21750-52-7 1-tri-n-butylstannyloxy-2-methylcyclohex-1-ene 
• 591-51-5 phenyllithium 

Downstream Products

• 878-55-7 1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 10316-61-7 2-(hydroxymethyl)-2-methylcyclohexanone 
• 24785-76-0 2-benzyl-6-methylcyclohexan-1-one 
• 1206-21-9 2-benzyl-2-methyl-cyclohexanone 
• 1193-47-1 2,2-dimethyl-cyclohexanone 
• 139621-34-4 2-Methyl-2-(4-methyl-4-pentenyl)cyclohexanone 
• 63196-62-3 (+/-)-2-Methyl-2-vinylcyclohexan-1-one 
• 110205-05-5 2-Methyl-2-((E)-propenyl)-cyclohexanone 
• 13747-75-6 2-isopropenyl-2-methyl-cyclohexanone 
• 3727-53-5 trans-3-methylenehexahydrobenzofuran-2-one 
• 16822-06-3 cis-3-methylenehexahydrobenzofuran-2-one 

Relevant academic research and scientific papers

Highly Regioselective Monoalkylation of Ketones via Manganese Enolates. Prepared from Lithium Enolates

Li-enolates are readily converted to Mn-enolates by treatment with manganese halides.In THF, the reaction is easily and economically performed with manganese chloride at room temperature.Mn-enolates can then be regioselectively monoalkylated in good yields.The formation of di and polyalkylated products is never observed (1percent).

On the Structure and Reactivity of Lithium Diisopropylamide (LDA) in Hydrcarbon Solutions. Formation of Unsolvated Ketone, Ester, and Carboxamide Enolates

Enolizations of ketones, tert-butyl esters, and carboxamides by solvent-free lithium diisopropylamide (LDA) in hexane or toluene are described.Enolates are isolated as spectroscopically pure, white (often crystalline) solids.Solubilities of the enolates in hexane range from highly soluble to completely insoluble.Enolization of aldehydes, methyl esters, and acetone afford complex mixtures.Analysis of LDA and LDA in hexane by 6Li and 15N NMR spectroscopy show evidence of an equilibrium mixture of at least three cyclic oligomers.

Preparation of 1,3-Diketones and of Nitro-diketones by (1:1)-Acylation of Lithium Enolates with Acyl Chlorides

Slow addition of precooled solutions of lithium enolates in THF to solutions of equimolar amounts of acyl chlorides in the same solvent at temperatures between -80 and -100 deg furnishes 1,3-diketones in acceptable to good yields.Even 3-nitropropionyl and 4-nitrobutyryl chloride can be employed for the (1:1)-acylation of enolates to give the synthetically useful 5- and 6-nitro-1,3-diketones 13 and 25, respectively.The scope and the limitations of this method of preparing 1,3-diketones are given and are compared with alternative methods.