Titanium tetrachloride-mediated dialkylation of α-diketone ketals (cis-6-alkyl-1-methyl-2,5,7,10-tetraoxabicyclo-[4.4. 0]decanes) by 1,8-bis(trimethylsilyl)octa-2,6-diene leads to a pair of isomers of 6-alkyl-7,10-divinyl-1-methyl-2,5-dioxabicyclo[4.4.0]decanes which can be stereoselectively isomerized into the corresponding 1-acyl-1-alkyl-2,5-divinylcyclopentanes.
H. Pellissier, R. Faure and M. Santelli, J. Chem. Soc., Chem. Commun., 1995, 1847 DOI: 10.1039/C39950001847
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