Sequential biocatalytic resolution of (±)-trans-cyclohexane-1,2-diamine. Chemoenzymatic synthesis of an optically active polyamine

Abstract

Candida antarctica lipase-catalysed double monoaminolysis of dimethyl malonate by (±)-trans-cyclohexane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), (R,R)-3, which is subsequently transformed into an optically active polyamine, (R,R)-9.