OPTICALLY-ACTIVE POLY(HYDROXYURETHANE)S DERIVED FROM CYCLIC CARBONATEAND L-LYSINE DERIVATIVES

The polyaddition of L-lysine hydrochloride and bifunctional five-membe red cyclic carbonate 1 was carried out in DMAc in the presence of 1 eq uiv of DBU or 2 equiv of sodium hydride for 24 h to afford optically a ctive polyurethane 2 bearing hydroxy and carboxyl group. The polyaddit ion of L-lysinol and 1 was also carried out in NMP to afford higher mo lecular weight of optically active polyurethane 3 bearing hydroxy grou p in quantitative yield. These polyurethanes reacted with cupric aceta te, sodium tetrahydroborate, and titanium tetraisopropoxide to afford the corresponding crosslinked gels immediately. (C) 1996 John Wiley & Sons, Inc.