Biocatalysis in the chiral recognition of meso-diamides - An efficient route from cyclic olefinic hydrocarbons to optically pure diamino-polyols

Article abstract of DOI:10.1016/S0040-4039(97)01227-6

meso-Diamino-di(tri,tetr)ols 1-8 were synthesized starting from cheap carbocyclic olefins and cis-diepoxy derivatives. Enantioselective hydrolysis of the corresponding bis(phenylacet)amides with penicillin amidase from E. coli (EC 3.5.1.11) was effected in good yields (73-90%) and with high optical purities (ee 91 - >97).