Direct trifluoroacetylation across a trimethylsilyloxy system as a stereospecific, chemo- and regioselective approach to C3-vicinal halohydrins

摘要

Trifluoroacetylation across the silyloxy system of 1-acyl-2-O-trimethylsilyl-3-haloglycerols with trifluoroacetic anhydride (TFAA) in the presence of a halide anion (e.g. Bu4NX; X Cl, Br or I), followed by removal of the trifluoroacetyl transient protection, provides a new, efficient entry to configurationally Pore C3-vicinal halohydrins.