643734-55-8Relevant academic research and scientific papers
Anomeric samarium(III) intermediates of N-acetylneuraminic acid from anomeric 2-pyridylsulfides
Malapelle, Adeline,Abdallah, Zouleika,Doisneau, Gilles,Beau, Jean-Marie
experimental part, p. 1417 - 1424 (2010/10/03)
Treatment of the anomeric 2-thiopyridyl derivative of N-acetylneuraminic acid (sialic acid or Neu5Ac) with samarium diiodide in the presence of aldehydes or ketones provides the corresponding C-sialylated derivatives in excellent yields. The efficiency of
An expeditious synthesis of N-acetylneuraminic acid α-C-glycosyl derivatives ("α-C-glycosides") from the anomeric acetates
Malapelle, Adeline,Coslovi, Anna,Doisneau, Gilles,Beau, Jean-Marie
, p. 3145 - 3157 (2008/02/09)
The reductive metallation of the readily available peracetylated derivatives of methyl N-acetylneuraminate 3a and 3b by samarium diiodide without any additive generates the corresponding anomeric samarium(III) organometallics. These intermediates react ef
Anomeric acetates of N-acetylneuraminic acid are useful C-sialyl donors in samarium-mediated reformatsky coupling reactions
Malapelle, Adeline,Abdallah, Zouleika,Doisneau, Gilles,Beau, Jean-Marie
, p. 6016 - 6020 (2007/10/03)
(Chemical Equation Presented) Teaching an old molecule new tricks: A new solution for an expeditious C-sialylation from N-acetylneuraminic acid involves the use of the peracetylated derivative 1, a very common starting material prepared 40 years ago in He
Synthesis of a Carbon-Linked Mimic of the Disaccharide Component of the Tumor-Related SialylTn Antigen
Abdallah, Zouleika,Doisneau, Gilles,Beau, Jean-Marie
, p. 5209 - 5212 (2007/10/03)
The right mix! When one considers the many ways in which a polyfunctional organometallic species may be quenched before any productive C-C bond formation can occur (two amide protons, five esters), the samarium-promoted coupling between sulfide 1 and alde
