28642-51-5Relevant academic research and scientific papers
Direct conversion of 1-deoxy-1-nitroalditols to methyl glycofuranosides
Vojtech,Petru?ová,Pribulová,Petru?
, p. 3112 - 3116 (2008)
Treatment of the sodium nitronate forms of 1-deoxy-1-nitrohexitols with methanolic sulfuric or hydrochloric acid at -30 °C leads to their regiospecific conversion to the corresponding methyl glycofuranosides. The reaction exhibits more pronounced stereoselectivity for 1-deoxy-1-nitroalditols with the 2,3-erythro configuration than with the 2,3-threo substrates and cis methyl glycofuranosides are the major products. The observed stereoselectivity indicates the lysis of the protonated aci-nitro form which is a two-step process consisting of nucleophilic addition to the protonated carbon-nitrogen double bond followed by the bimolecular nucleophilic substitution of the nitrogen-containing residue.
High-yielding one-step conversion of D-glucose and D-galactose to the corresponding α and β methyl-D-glucofuranosides and galactofuranosides
Lubineau,Fischer
, p. 815 - 818 (2007/10/02)
D-Glucose and D-Galactose are transformed to the corresponding α and β-Methyl D-Glucofuranosides in good yields using methanol and Ferric chloride as catalyst.
