Stereoselective synthesis of (5R, 6R)-and (5S, 6S)-5-benzylamino-6-(tert- butyldimethylsilanyloxymethyl)-5, 6-dihydropyran-2-ones starting from d-glucal and furanaldehyde, respectively, is described. The synthesis relies on a Sharpless asymmetric dihydroxylation, an Achmatowicz reaction, and a stereoselective Pd-catalyzed allylic amination as the key steps.
