Superarming common glycosyl donors by simple 2-O-benzoyl-3,4,6-tri-O-benzyl protection.
A complementary concept for superarming glycosyl donors through the use of common protecting groups was previously discovered with S-benzoxazolyl (SBox) glycosyl donors. As this strategy can be of benefit to existing oligosaccharide methodologies, it has now been expanded to encompass a wide array of common, stable glycosyl donors. The versatility of this developed technique has been further illustrated in application to a sequential chemoselective oligosaccharide synthesis, wherein a superarmed ethyl thioglycoside was incorporated into the conventional armed-disarmed strategy.
Premathilake
Hemali D
HD
Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.
Mydock
Laurel K
LK
Demchenko
Alexei V
AV
D001593:Benzyl Compounds / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry*; D009844:Oligosaccharides / Q000737:chemistry*; D013237:Stereoisomerism; D014019:Tissue Donors
D001593:Benzyl Compounds; D009005:Monosaccharides; D009844:Oligosaccharides