Desulfonylation with Mg-MeOH-NiBr(2): an expedient reagent system for the synthesis of 2-amino-2,3-dideoxy furanosides.
[reaction: see text] A catalytic amount of NiBr(2) with Mg-MeOH increases the efficiency of reductive desulfonylation of the beta-sulfonylated aminosugars. The Mg-MeOH-NiBr(2) system has been utilized in the synthesis of 2-amino-2,3-dideoxypentofuranosides and 2-amino-2,3-dideoxyhexofuranosides. The yield of the desulfonylation improved dramatically from 0% with the known reagents to 44-75% with Mg-MeOH-NiBr(2).
Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India.
Indrajit
I
Das
Tanmaya
T
Pathak
D000606:Amino Sugars / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D010084:Oxidation-Reduction
D000606:Amino Sugars; D006027:Glycosides; D007202:Indicators and Reagents