CHIRALE, OPTISCH AKTIVE VERBINDUNGEN, VERFAHREN ZU IHRER HERSTELLUNG UND VERWENDUNG DIESER VERBINDUNGEN FUER DEN SCHUTZ FUNKTIONELLER -OH, - SH, -NH-GRUPPEN, ZUR RACEMATTRENNUNG, ZUR HERSTELLUNG OPTISCH AKTIVER IMIDOESTERHYDROCHLORIDE SOWIE OPTISCH AKTIVER ESTER, ZUR HERSTELLUNG OPTISCH ANGEREICHERTER ALKOHOLE UND ZUR HERSTELLUNG OPTISCH AKTIVER VERBINDUNGEN DURCH ASYMMETRISCHE INDUKTION

The invention declares new chiral, optically active compounds of the general formula (I) wherein a 5 or 6 membered lactol ring (E), with X and Y meaning (CR1R2)n, with n=0 to 2 and R1, R2=H, lower alkyl or aryl in any combination which does not impair the anomeric selectivity of I in forming acetals, is fused in a stereospecific manner to a bicyclo[2.2.1]heptane ring system, with A,B,C,D meaning H or methyl in any combination, preferably a bornan ring system, and wherein W has the meaning of H, substituted or unsubstituted alkyl or cycloalkyl or the ring system itself, preferably H, and lower alkyl; and in the case of W=H its anhydro compound of the general formula (V) with A,B,C,D,X,Y and n having the same meaning as in the hydrated form, processes for their preparation and use of these new compounds for the protection of -OH, -SH, -NH- functions, for racemic resolution, for the preparation of optically active imidoester chlorohydrates as well as of optically active esters, for the preparation of optically enriched alcohols and for the preparation of optically active compounds via asymmetric induction.