Synthesis and biological activity of α-galactosyl ceramide KRN7000 and galactosyl (α1→2) galactosyl ceramide
We herein report a faster and less cumbersome synthesis of the biologically attractive, α-galactosyl ceramide (α-GalCer), known as KRN7000, and its analogues. More importantly, the use of a silicon tethered intramolecular glycosylation reaction gave easy
Veerapen, Natacha,Brigl, Manfred,Garg, Salil,Cerundolo, Vincenzo,Cox, Liam R.,Brenner, Michael B.,Besra, Gurdyal S.
scheme or table
p. 4288 - 4291
(2010/04/26)
Application of Intramolecular Glycosidation to the Stereocontrolled Synthesis of Disaccharides containing α-Gluco and α-Galacto Linkages
Disaccharides containing α-glucose and α-galactose linkages are stereospecifically synthesized from primary and secondary sugar hydroxy groups and a 2-hydroxythioglycoside via intramolecular glycosidation of a dimethylsilyl tethered intermediate.
Bols, Mikael
p. 791 - 792
(2007/10/02)
Efficient stereocontrolled glycosidation of secondary sugar hydroxyls by silicon tethered intramolecular glycosidation
Dissaccharides containing 1,2-cis glycoside linkages were synthesized by an efficient stereocontrolled two step process involving a silicon tethering step, to a dimethylsilyl acetal followed by intramolecular glycosidation with N-iodosuccinimide in nitrom
Bols
p. 10049 - 10060
(2007/10/02)
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