Ulose oximes, reduction

From Alduloses. - 3-Amino-3-deoxy-S-thioallose was synthesized from l,2 5,6-di-0.(7 5,0-isopropylidene-S thio-a-D-rt -hexofuranos-3-ulose by reduction (LiAlH4) of its oxime derivative followed by hydrolysis (see also Section 2.3)." The conversion of a 2-deoxy-hexulopyranoside derivative into branched chain 3-nitro- and amino-sugars is covered in Chapter 14. 

This compound is easily available by the pyrolysis of D-galactose [25] or, on the small scale, by Angyal and Beveridge s method [26]. Regioselective catalytic oxidation led to the corresponding 5-ulose which, via the oxime and subsequent reduction, could be converted into inhibitor (5) in approximately 6% overall... 

N-Acetyl-L-rlstosamine (32) has been synthesized from the 3-ulose (33), (the synthesis of which is detailed in Chapter 11) by reduction of its oxime derivative. Conversions of other keto-... 

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