Yuelian Xu, W. Dolbier
Dec 10, 1998
Citations
0
Influential Citations
18
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 1,1-Bis(dimethylamino)-2,2,2-trifluoroethane is an excellent synthetic building-block replacement for trifluoroacetaldehyde in condensation reactions with ketones using 36% aqueous HCl catalysis. Moderate to good yields (43–68%) of trifluoromethyl carbinols are obtained with symmetric and unsymmetric methyl ketones, with the latter undergoing reaction mainly at the methyl group. Its reactions with silyl enol ethers under anhydrous conditions, catalyzed by ZnI 2 , lead directly to trifluoromethyl-α,β-unsaturated ketones.