1,4-silyl migration from oxygen to carbon in silyl allyl ethers: Kinetic and thermodynamic factors

The lithium amide-induced rearrangement reactions of silyl allyl ethers bea ring two organometal(loid) residues on the vinylic carbon atoms have been s tudied as a function of various parameters: metal(loid) groups, base, silyl moisty, base concentration, reaction time and temperature. Kinetic and the rmodynamic effects are discussed. It is often possible using the appropriat e conditions to select either one of the two possible reaction processes (1 ,4-silyl migration and 1,3-hydrogen migration). (C) 1999 Elsevier Science L td. All rights reserved.