120403-20-5

Upstream product

• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 104109-87-7 (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane 

Downstream Products

• 140138-22-3 3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-L-glycero-α-D-gluco-hexofuranose 
• 140138-22-3 3-O-benzyl-6-C-(1,2:3,4-di-O-isopropylidene-α-D-galacto-hexopyranos-6-ulos-6-yl)-1,2-O-isopropylidene-D-glycero-β-L-ido-hexofuranose 
• 115259-73-9 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose 
• 115259-73-9 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-heptopyranos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose 

Relevant academic research and scientific papers

Synthesis of Higher Sugars. Stereoselective Reduction of 5,6-Dideoxy-6-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-3-O-benzyl-1,2-O-isopropylidene-α-D-xylohex-5-(E)-enofuranose

The title compound 5 has been reduced stereoselectively either to 6'R or 6'S allylic alcohols (7 or 8, respectively) with zinc borohydride or sodium borohydride/lanthanium chloride system.Stereochemical models for both reactions have been proposed; zinc cation has been complexed to the α-oxygen atom while for lanthanium a more complex chelate 15 has been postulated.