67101-72-8

Upstream product

• 2622-21-1 1-vinylcyclohexene 
• 932-89-8 2-cyclohexylidene ethanol 
• 67101-66-0 (+/-)-2-chloro-1-(cyclohex-1-en-1-yl)ethanol 
• 33487-17-1 Ethyl 2-hydroxy-2-(2-cyclohexenyl) acetate 
• 129017-77-2 cyclohex-1-enyl-ethane-1,2-diol 
• 6975-17-3 ethyl 1-oxaspiro[2.5]octane-2-carboxylate 
• 1192-88-7 1-cyclohexene-1-carboxaldehyde 

Downstream Products

• 3197-68-0 2-(1-Cyclohexenyl)ethanol 
• 399513-61-2 (2S)-1-(cyclohex-1-en-1-yl)pent-4-en-2-ol 
• 863223-06-7 1-cyclohex-1-en-1-ylpent-4-yn-2-ol 

Relevant academic research and scientific papers

Chemoselective cross metathesis of bishomoallylic alcohols: Rapid access to fragment A of the cryptophycins

Equation presented. The racemic or enantioselective allylation of in situ formed β,γ-unsaturated aldehydes provides efficient access to bishomoallylic alcohols from readily available 2-vinyloxiranes. These products, when subjected to modified Grubbs cross

Enantioselective allylation of β,γ-unsaturated aldehydes generated via Lewis acid induced rearrangement of 2-vinyloxiranes

(matrix presented) 2-Vinyloxiranes have been found to be excellent surrogates to β,γ-unsaturated aldehydes. These valuable electrophiles, generated in situ by treatment of a 2-vinyloxirane with a catalytic amount of Sc(OTf)3, are effectively tr

An asymmetric synthesis of (+)-grandisol, a constituent of the aggregation pheromone of the cotton boll weevil, via a kinetic resolution

A novel approach to the asymmetric synthesis of (+)-grandisol, (1R,2S)-isopropenyl-1-methylcyclobutaneethanol, involves the use of catalytic kinetic resolution of a primary allylic alcohol, [(1RS,5SR)-5-methylbicyclo[3.2.0]hept-2-en-2-yl] methanol. The allylic alcohol is prepared in four steps from simple achiral materials involving the use of a modified Shapiro reaction. The resolved alcohol (95% ee) is then reduced in two steps to the corresponding methyl alkene, (1S,5R)-2,5-dimethylbicyclo[3.2.0]hept-2-ene. This alkene is converted to (+)-grandisol (95% ee), in three steps, by modified literature procedures.

A convenient synthesis of vinyl epoxides from glycidic esters via α-hydroxy-β,γ-unsaturated esters

Glycidic esters, upon isomerisation with BF3.ET2O yield α-hydroxy-β,γ-unsaturated esters. These are then reduced with LiAlH4 to vicinal diols which are converted to vinyl epoxides in two steps.