Synthesis of a bifunctional 2,4-dihydroxy five-carbon synthon. Enantiomerically pure Δ2-isoxazolines by chromatographic resolution

Article abstract of DOI:10.1016/0040-4039(94)85331-2

Chromatography on cellulose triacetate allows the separation of (R)- and (S)-4,5-dihydro-3-phenyl-5-isoxazolemethanol in 100% ee. Reductive ring cleavage, diastereoselective reduction of the 3-hydroxy ketones thus obtained, and oxidation of the phenyl rin