STEREOSELECTIVE SYNTHESIS OF t-BUTYL 2-AMINO-2,5-DIDEOXY-L-LYXO-PENTANOATE: FORMAL SYNTHESIS OF L-DAUNOSAMINE

Article abstract of DOI:10.1016/S0040-4020(01)86816-2

Enantiomerically pure t-Butyl 2-amino-2,5-dideoxy-L-lyxo-pentanoate 4c is synthesized via the highly diastereoselective MgBr2 mediated addition of dibenzylamino acetate silylketene acetal 2 to O-benzyl lactic aldehyde 3.The synthesis of γ-lactone 5c, a known intermediate in the synthesis of L-daunosamine, is also described.