Fluorinated Retinoids via Crossed Aldol Condensation of 1,1,1-Trifluoroacetone

Article abstract of DOI:10.1016/S0040-4039(00)98859-2

Piperidine-acetic acid catalyzed crossed aldol condensation of 1,1,1-trifluoroacetone with aryl or α,β-unsaturated aldehydes was found to be a useful method for the preparation of unsaturated trifluoromethyl ketones.Chain extension of these ketones led to several new fluorinated retinoids including the hitherto elusive all-trans isomers of 19,19,19- and 20,20,20-trifluororetinal.