Stannyl ceramides as efficient acceptors for synthesising beta-galactosyl ceramides.
beta-Galactosyl ceramides have been obtained in excellent yields and stereoselectivities by reacting disarmed glycosyl donors with stannyl ethers. The broad compatibility of stannyl ethers with various leaving group-promoter pairs is demonstrated.
Morales-Serna
José Antonio
JA
Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marceli.li Domingo s/n, 43007, Tarragona, Spain.
Díaz
Yolanda
Y
Matheu
M Isabel
MI
Castillón
Sergio
S
D002518:Ceramides / Q000138:chemical synthesis / Q000737:chemistry*; D006031:Glycosylation; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D017971:Tin Compounds / Q000737:chemistry*
D002518:Ceramides; D009005:Monosaccharides; D017971:Tin Compounds; C511581:beta-galactosyl ceramide; C031525:stannane