From Alduloses

0-isopropylidene-P-D-fructopyranos-l-yl)-L-tyrosine benzyl ester, was prepared by reductive amination of a 1-a/cfe/iydb-D-fructose derivative.  

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From Alduloses. - The phosphonomethyl analogue 45 of 2-acetamido-2-deoxy-a-D-mannopyranosyl phosphate was obtained from the D-arabinosc derivative 43 (Scheme 11). Reduction of the oxime 44 gave the axial amine. 

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. 

It has been recently shown [11] that a Swern oxidation followed by an intramolecular Tischenko reaction gives access to L-idose or L-altrose derivatives from the corresponding protected hexos-5-uloses. As can be seen from Scheme 6, D-glucitol 14 was oxidised to aldulose 15 via a Swern oxidation. Subsequently, this compound was treated with a trivalent samarium reagent (tert-BuOSml2), thereby inducing a Tischenko reaction, which led to L-fdo-configured ferf-butyl... 

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