Abstract
A simple method for the preparation of 1-fluoro- and/or 5-fluoro-3-branched-chain sugar derivatives by reaction of DAST with methyl 3- C-methyl-3-nitro-α- l-hexopyranosides is described. The reaction involves rearrangement with or without ring contraction, depending on the 1,2 relative configuration and the presence of a free OH group at C-4 in the substrate. A new, useful aldehydo-sugar ramified at C-3 is easily accessible in good yield by the route reported here.
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