A REGIO- AND STEREOSELECTIVE SYNTHESIS OF (Z) ENOL METHYLDIPHENYLSILYL ETHERS

Article abstract of DOI:10.1016/S0040-4039(00)95180-3

The thermal rearrangement of α-(methyldiphenylsilyl) ketones in an apolar solvent or in the absence of a solvent provides Z:E mixtures of the corresponding enol silyl ethers.This same rearrangement in acetonitrile, however, gives the Z isomer cleanly, thus providing a regio- and stereoselective entry into (Z) enol silyl ethers.