Enantioselective synthesis of isoxazolidinyl thymine and cytosine nucleosides

Article abstract of DOI:10.1016/0040-4039(96)00999-9

A diastereo- and enantioselective synthesis of isoxazolidinyl nucleosides (4) is described. The required isoxazolidine intermediate (16) was successfully prepared by the dioxolane-derived tautomerization of the corresponding lactol (13) which, in turn, was obtained from the reduction of the Michael adduct of N-methyl hydroxylamine and the unsaturated γ-lactone (5).