THE SELECTIVE BLOCKING OF TRANS-DIEQUATORIAL, VICINAL DIOLS - APPLICATIONS IN THE SYNTHESIS OF CHIRAL BUILDING-BLOCKS AND COMPLEX SUGARS

Use of the dispiroketal (Dispoke) and cyclohexane‐1,2‐diacetal (CDA) protecting groups enables the highly selective blocking of vicinal, trans‐diequatorial diols in the presence of cis‐1,2‐ and cis‐1,3‐diols. In particular for monosaccharides in which the selective blocking of individual hydroxyl functions is often difficult, Dispoke and CDA groups can be a useful extension of classical acetal protecting groups like benzylidene for 1,3‐diols and isopropylidene for cis‐1,2‐diols. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany