Efficient synthesis of alpha-galactosyl ceramide analogues using glycosyl iodide donors.
The combination of reactive galactosyl iodide donors with electron-rich acceptor lipids provides highly stereoselective and efficient routes to alpha GalCer analogues. Using per-O-silylated donors, key intermediates can be obtained in a three-step, one-pot sequence providing useful constructs for analogue development.
Du
Wenjun
W
University of California, Davis, Department of Chemistry, 95616, USA.
Gervay-Hague
Jacquelyn
J
D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D005699:Galactosylceramides; D006027:Glycosides; D007454:Iodides