A stereoselective synthesis of methyl (or benzyl) 3-azido-2,3,6-trideoxy-α-L-arabino-hexopyranoside from di-O-acetyl-L-rhamnal is reported; it proceeds via addition of hydrazoic acid to a hex-2-enopyranose, followed by acetylation and glycosidation with the appropriate alcohol, in the presence of K-10 montmorillonite as catalyst.
J. Florent and C. Monneret, J. Chem. Soc., Chem. Commun., 1987, 1171 DOI: 10.1039/C39870001171
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