Reduction of methyl 2-O-benzyl-endo-(11) and -exo-3-O-4-S-benzylidene-4,6-dideoxy-4-thio-α-D-galactopyranoside (12) gives the same S-benzyl derivative (6), but with very different reaction rates, indicating that the configuration of the acetal carbon considerably influences the reactivity of the acetal oxygen atoms.
P. Fügedi and A. Lipták, J. Chem. Soc., Chem. Commun., 1980, 1234 DOI: 10.1039/C39800001234
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