808-88-8

Upstream product

• 3238-03-7 (2-benzoylcyclopropyl)(phenyl)methanone 
• 591-51-5 phenyllithium 
• 826-35-7 dimethyl trans-1,2-cyclopropanedicarboxylate 
• 3999-55-1 diethyl trans-cyclopropane-1,2-dicarboxylate 

Downstream Products

• 103269-46-1 1,2,5,5-tetraphenyl-pent-4-en-1-one 

Relevant academic research and scientific papers

Synthesis of α,β-unsaturated dioxanes, dioxolanes and dioxepanes by trans-acetalisation of dimethylacetals with meso or C 2-symmetrical 1,2-, 1,3- and 1,4-diols

Several o-dibenzylic diols were prepared reacting organometallics with o-phthalaldehyde at room temperature in ether. The identity of the meso and C2-symmetrical (D,L) isomers as well as their ratio were determined by chiral gas chromatography. The meso and C2 (racemic) stereoisomeric diols were easily separated by flash chromatography on silica gel. A set of 18 α,β-unsaturated acetals were then prepared reacting those, as well as commercially available 1,2, 1,3 and 1,4 diols, with the corresponding methylacetals in acidic medium. A trans-acetalisation procedure adapted to the cases of fragile allylic alcohols or unfavorable 1,6 diols-derived dioxonanes based on a Dean-Stark trapping of methanol was also employed.