115259-73-9Relevant academic research and scientific papers
STEREOSELECTIVE REDUCTION OF HIGHER SUGAR ENONES WITH ZINC BOROHYDRIDE
Jarosz, Slawomir
, p. 201 - 208 (1988)
The higher sugar enones 3-O-benzyl-5-deoxy-5-C--1,2-O-isopropylidene-α-D-xylofuranose (2a), 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl(E)-2,3,4-tri-O-benzyl-7-deox
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
Jarosz, Slawomir
, p. 161 - 169 (2007/10/02)
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.
