253446-53-6

Upstream product

• 191283-14-4 3,4,4a,5,6,7-hexahydro-5,5-dimethyl-4'S,5'S-bis(2-methylphenyl)spiro[8H-2-benzopyran-3,2'-[1,3]-dioxolan]-8-one 

Downstream Products

• 191283-22-4 (S,S,S)-1,2-bis(2-methylphenyl)-2-hydroxyethyl (2-formyl-6,6-dimethyl-2-cyclohexen-1-yl)acetate 
• 172277-06-4 (4S,5S)-2-Bromomethyl-4,5-di-o-tolyl-[1,3]dioxolane 
• 172585-06-7 (S,S)-(+)-1,2-bis(2-methylphenyl)ethane-1,2-diol 

Relevant academic research and scientific papers

The use of homochiral 2-methylene-4,5-diaryl-1,3-dioxolanes as recyclable acetic ester enolate equivalents: asymetric synthesis of terpenoids

The α-cyclocitral derivatives 5 and 10 are accessible in homochiral form via an auxiliary-based sequence using the heterodiene cycloaddition of a 2-methylene-4,5-diaryl-1,3-dioxolane 1 to 2-formyl-4,4-dimethyl-2-cyclohexen-1-one 2 as the key step.

Stereo- and enantioselective routes to functionalised cyclohexenes via heterodiene cycloadditions of 6-oxocyclohexene-1-carbaldehydes with ketene acetals

Various substituted cyclohexenes related to α-cyclocitral have been prepared using the heterodiene cycloadditions of 2-formyl-4,4-dimethyl-2- cyclohexen-1-one 4 with ketene acetals as the pivotal step. The key intermediates are accessible in homochiral form via an auxiliary-based sequence in which a C2-symmetric ketene acetal derived from 1,2-bis(2- methylphenyl)ethane-1,2-diol 2a serves as the 2π component. The diol 2a can be recovered in optically pure form.