172946-14-4Relevant articles and documents
Preparation of 3-methylenesilacyclobutane and its use in organic synthesis
Okada, Kenji,Matsumoto, Kozo,Oshima, Koichiro,Utimoto, Kiitiro
, p. 8067 - 8070 (2007/10/02)
Treatment of 3-methylene-1,1-diphenylsilacyclobutane (1a) with dihalo-methyllithium provided ring expanded 2-halo-4-methylenesilacyclopentane. Heating a mixture of 1a and carbonyl compound such as PhCHO or PhCOMe at reflux in 1,2-dichloroethane afforded 5-methylene-1,1-diphenyl-2-oxa-1-silacyclohexane which was converted into 3-methylene-1,5-alkanediol monomethyl ether upon treatment with dimethyl acetal in the presence of Lewis acid catalyst. Treatment of ketoaldehyde (PhCOCH2CH2CHO) with 1a under BF3 · OEt2 catalysis gave 3-methylene-1-phenyl-8-oxabicyclo[3.2.1]octane in one pot.