63196-62-3

Upstream product

• 1122-24-3 2-ethenylcyclohexanone 
• 74-88-4 methyl iodide 
• 80533-29-5 2-<1-hydroxy-2-(phenylseleno)ethyl>-2-methylcyclohexanone 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 
• 1066-54-2 trimethylsilylacetylene 
• 13670-84-3 2-methylcyclohexanone lithium enolate 
• 6376-95-0 trans-2-vinylcyclohexanol 

Downstream Products

• 78998-92-2 1,2-diethenyl-2-methylcyclohexanol 
• 263860-26-0 [1R*(6R*/S*)]-[3,3-Dimethyl-1-(6-methyl-6-vinylcyclohex-1-en-1-yl)hex-5-en-1-oxy]triethylsilane 
• 287736-30-5 [1R*(6R*/S*)]-[2,2-Dimethyl-1-(6-methyl-6-vinylcyclohex-1-en-1-yl)pent-4-en-1-oxy]triethylsilane 
• 263860-25-9 [1R*(6R*/S*)]-3,3-Dimethyl-1-(6-methyl-6-vinylcyclohex-1-en-1-yl)hex-5-en-1-ol 
• 287736-29-2 [1R*(6R*/S*)]-2,2-Dimethyl-1-(6-methyl-6-vinylcyclohex-1-en-1-yl)pent-4-en-1-ol 

Relevant academic research and scientific papers

A New Strategy for the α-Vinylation of Ketones : Application to an Enantioselective Synthesis of Sesquiterpene (+)-α-Elemene

A new, simple and preparatively useful protocol for the construction of α-vinyl ketones, particularly those bearing a quaternary carbon centre, from the corresponding alkenes has been devised. Our four-step strategy consists of dichloroketene addition, base catalysed ring contraction to 'push-pull' cyclopropane esters, reduction and eliminative cyclopropane fragmentation to unravel the α-vinyl ketone moiety. The generality of this approach has been demonstrated with a few representative olefins and good regio- and stereocontrol has been observed. As an application of this methodology, an enantioselective synthesis of sesquiterpene hydrocarbon (+)-α-elemene (42) from R-(+)-limonene (43) has been accomplished.

Dichloroketene-olefin Cycloadducts in Synthesis. A Short, Convenient, Protocol for Olefin -> α-Vinylketone Transformation

A simple, preparatively useful sequence to α-vinylketones from olefins via their -dichloroketene adducts is reported.

α Vinylation of Ketones. A General Method Using a (Phenylseleno)acetaldehyde

(Phenylseleno)acetaldehyde can be used as a synthetic equivalent of the vinyl carbonium ion, CH2=CH2+.A number of ketone enolates, usually as zinc salts, were condensed with (phenylseleno)acetaldehyde to give β-hydroxy selenides (average yield

New Method for Preparing βγ-Unsaturated Ketones: Use of Phenylselenoacetaldehyde

Zinc enolates derived from ketones condense efficiently with phenylselenoacetaldehyde and the products are converted into βγ-unsaturated ketones by the action of methanesulphonyl chloride and triethylamine.