85272-35-1Relevant academic research and scientific papers
Silylene transfer to allylic sulfides: Formation of substituted silacyclobutanes
Ager, Bryan J.,Bourque, Laura E.,Buchner, Kay M.,Woerpel
supporting information; experimental part, p. 5729 - 5732 (2010/11/04)
Silylene transfer to allylic sulfides results in a formal 1,2-sulfide migration. The rearrangement yields substituted silacyclobutanes, not the expected silacyclopropanes. The silacyclobutanes were elaborated by insertions of carbonyl compounds selectively into one carbon-silicon bond. A mechanism for the 1,2-sulfide migration is proposed involving an episulfonium ion intermediate.
Intermolecular silacarbonyl ylide cycloadditions: A direct pathway to oxasilacyclopentenes
Bourque, Laura E.,Woerpel
supporting information; experimental part, p. 5257 - 5260 (2009/06/18)
(Chemical Equation Presented) Silacarbonyl ylides, generated by metal-catalyzed silylene transfer to carbonyls, participate in formal intermolecular 1,3-dipolar cycloaddition reactions with carbonyl compounds and alkynes to form dioxasilacyclopentane acetals and oxasilacyclopentenes in an efficient, one-step process.
DIISOPROPYLSILYL DITRIFLATE AND DI-tert-BUTYLSILYL DITRIFLATE: NEW REAGENTS FOR THE PROTECTION OF DIOLS
Corey, E. J.,Hopkins, Paul B.
, p. 4871 - 4874 (2007/10/02)
Diisopropylsilyl ditriflate and di-tert-butylsilyl ditriflate, each available from the appropriate dialkylchlorosilane and triflic acid, react with 1,2-, 1,3-, and 1,4-diols usually at 25 deg C in the presence of 2,6-lutidine to provide the corresponding dialkylsilylene derivatives in high yield.These derivatives, which are readily deprotected under mild conditions, can be utilized for selective reactions of polyhydroxy compounds.
