Regioselective Enzymatic Acylation of β-l-2‘-Deoxynucleosides:  Application in Resolution of β-d/l-2‘-Deoxynucleosides

A practical synthesis of β-l-3‘- and β-l-5‘-O-levulinyl-2‘-deoxynucleosides has been described for the first time through enzymatic acylation and/or hydrolysis processes. It is noteworthy that the different behavior exhibited by Pseudomonas cepacia lipase in the acylation of d- and l-nucleosides allows the parallel kinetic resolution of d/l-nucleosides.