ChemInform Abstract: HI/Acetic Acid Reduction of Peracetylated N-Acetyl Neuraminic Acid Esters to Stereoselectively Provide α-2-Deoxy-2-hydrido Derivatives.

HI/acetic acid reduction of peracetylate

HI/acetic acid reduction of peracetylated N-acetyl neuraminic acid esters to stereoselectively provide α-2-deoxy-2-hydrido derivatives

✍ Jacquelyn Gervay; Travis Q. Gregar 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 200 KB

Peracetylated ester derivatives of N-acetyl neuraminic acid were reacted with hydrogen iodide in acetic acid to stereoselectively provide a-2-deoxy-2-hydrido analogs. The reaction proceeds through formation of an anomeric iodide which, in the presence of excess HI, is reduced to give an enol interme