One-step synthesis of beta-C-glycolipid derivatives from unprotected sugars.
Condensations of nonsymmetrical or symmetrical beta-diketones and unprotected sugars in aq NaHCO3 soln were explored. C-glucosyl and C-maltosyl derivatives bearing lipophilic residue of 8 or 11 carbon atoms were prepared efficiently using this one-step procedure. The amphiphilic properties of these compounds were demonstrated by measuring their CMC.
Hersant
Yaël
Y
Laboratoire de Chimie Organique Multifonctionnelle, Bat 420 Université de Paris XI, F-91405 Orsay, France.
Abou-Jneid
Robert
R
Canac
Yves
Y
Lubineau
André
A
Philippe
Michel
M
Semeria
Didier
D
Radisson
Xavier
X
Scherrmann
Marie-Christine
MC
D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure
D006017:Glycolipids