Synthetic applications of functionalized silyl anions: Aminosilyl anions as hydroxy anion equivalent

Article abstract of DOI:10.1016/0040-4020(96)00212-8

An (aminosilyl)lithium and the corresponding copper and magnesium reagents serve as a hydroxy anion equivalent through (1) allylic substitution, (2) addition to vinyloxirane, and (3) addition to acetylene, followed by oxidative cleavage of the silicon-carbon bonds. Highly regio- and stereoselective transformations have been achieved in all cases.