Chiral objects with a dendritic architecture

The synthesis and characterization of both enantiomers of 2-(benzyloxy)-1-[3,5-bis[[3,5-bis(benzyloxy)]benzyloxy]benzyloxy]-3-[[3,5-bis(benzyloxy)]benzyloxy]propane (I; S-7 and R-7) are described. The chirality is based on the linkage of three constitutionally different, but chem. similar, dendritic wedges with a chiral glycerol derived core. Both enantiomers are synthesized from the same starting material: S-(+)-Solketal. Despite their enantiomeric purity, S-7 and R-7 lack any optical activity and may be regarded as the first macromol. analogs of the well-known org. mols. with \"accidental degeneracy\" or \"cryptochirality.\"