406488-06-0Relevant academic research and scientific papers
Microwave-assisted organocatalytic anomerization of α-C- glycosylmethyl aldehydes and ketones
Massi, Alessandro,Nuzzi, Andrea,Dondoni, Alessandro
, p. 10279 - 10282 (2008/04/05)
(Chemical Equation Presented) The use of L-proline (30 mol %) and MW irradiation (13 W) with cooling promotes in a few hours the almost quantitative anomerization of α-C-glycosylmethyl aldehydes into β-isomers. An open-chain enamine-based mechanism is pos
Epimerization of 2'-carbonylalkyl-C-glycosides via enolation, beta-elimination and intramolecular cycloaddition.
Wang, Zerong,Shao, Huawu,Lacroix, Edith,Wu, Shih-Hsiung,Jennings, Harold J,Zou, Wei
, p. 8097 - 8105 (2007/10/03)
Treatment of 2'-carbonyl-alpha-C-glycopyranosides of gluco, galacto, manno, 2-deoxy, and 2-azido sugars with 4% NaOMe resulted in anomeric epimerization to give their respective beta-anomers in good to excellent yields. The epimerization of the 2'-aldehyd
Novel zinc (II)-mediated epimerization of 2′-carbonylalkyl-α-C-glycopyranosides to their β-anomers
Shao, Huawu,Wang, Zerong,Lacroix, Edith,Wu, Shih-Hsiung,Jennings, Harold J.,Zou, Wei
, p. 2130 - 2131 (2007/10/03)
2-Aldehydes and 2-ketones of α-C-glycosides, including the gluco-, galacto-, and manno- series, were epimerized exclusively to their β-anomers in good-to-excellent yields under basic conditions and in the presence of zinc acetate. The β-stereoselectivity
