M. Yoshimatsu et al., Novel perfluoroacyl olefinations of aldehydes using beta-thio-substituted perfluoroalkyl enol ethers, J ORG CHEM, 64(14), 1999, pp. 5162-5165
alpha-(Methylthio)- or alpha-(phenylthio)-substituted perfluaroacylolefinat
ions of nonenolizable aldehydes using the beta-lithio-beta-thio-perfluoroal
kyl enol ethers 1-4 stereoselectively proceeded to give (Z)-alpha,beta-unsa
turated perfluoroalkyl ketones 9a-e, 10a-c, 11a-c, and 12a. The alpha-(thio
)-alpha,beta-unsaturated trifluoromethyl ketones were easily converted to 3
-(thio)-2-(trifluoromethyl)-1,3-butadienes 21a-c and 22a,b in moderate to h
igh yields (41-85%).