Substitution of one or both TADDOL OH groups by other functional groups X, Y is key to new applications of this cheap chiral auxiliary. The
Appel reaction and treatment with SOCl2 provide the mono- and dichlorides, respectively. The chlorides are, in turn, replaced by various
nucleophiles, and further modifications give a large variety of derivatives, including mono- and ditritylated dioxolanes. The new compoundsavailable in either enantiomeric formare ready to be used in enantioselective synthesis and as dopants in liquid crystals.