Total synthesis of all four diastereomers of 2-acetamido-2,4-dideoxy-D-hexapyranose as potential competitive inhibitors of N-acetylneuraminic acid synthase
A nine-step gram-scale total synthesis of all four diastereomers 3–6 of 2-acetamido-2,4-dideoxy-D-hexapyranose from aldehyde 9, a known derivative of (S)-malic acid, is described.