CHEMOENZYMATIC SYNTHESIS OF CARBOCYCLIC NUCLEOSIDE ANALOGS WITH BICYCLO[3.1.0]HEXYL RESIDUES

The carbocyclic nucleoside analogues 8 and ent-8 have been prepared ba sed on the enantiomerically pure bicycle[3.1.0] hexane monoacetates 5 and ent-5 which were obtained by a lipase-catalysed asymmetrization of the meso-bicyclo[3.1.0]hexane derivatives 4 and 6, respectively. By a n enantiodivergent approach both nucleoside analogues 8 and ent-8 have been synthesized starting from the common enantiomer 5, Furthermore, the adenine derivative ent-8 has been obtained from the monoacetate en t-5.