78375-76-5Relevant articles and documents
The Reactions of Tris(trimethylsilyl)methyl-lithium with Some Carbon Electrophiles
Fleming, Ian,Floyd, Christopher D.
, p. 969 - 976 (2007/10/02)
Tris(trimethylsilyl)methyl-lithium (1) reacts with non-enolisable aldehydes, ketones, and acid chlorides, and with some epoxides, with the formation of carbon-carbon bonds.This method of preparing functionalized silanes is limited by the readiness with which (1) abstracts a proton, if one is available, rather than attack at carbon.In the reaction with epoxides, the product alkoxide can transfer a silyl group from carbon to oxygen, and in one case the intermediate so formed reacts to give a cyclopropane (32) in what is a homologue of the Peterson reaction.The 1,4-transfer of a silyl group occurs in other systems when the resulting carbanion is stabilised by such groups as phenylthio and diphenylphosphinoyl.