One-pot synthesis of oligosaccharides by combining reductive openings of benzylidene acetals and glycosylations.
Combining triflic acid-promoted glycosylations of trichloroacetimidates with reductive opening of benzylidene acetals with triflic acid and triethylsilane as one-pot procedures provides access to a wide range of disaccharides and 2,4- and 3,4-branched trisaccharides.
Vohra
Yusuf
Y
Complex Carbohydrate Research Center, The University of Georgia, 315 Riverbend Road, Athens, Georgia 30602, USA.
Vasan
Mahalakshmi
M
Venot
Andre
A
Boons
Geert-Jan
GJ
D000080:Acetals / Q000737:chemistry*; D001597:Benzylidene Compounds / Q000737:chemistry*; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis; D006031:Glycosylation; D008698:Mesylates / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D012821:Silanes / Q000737:chemistry; D014312:Trisaccharides / Q000138:chemical synthesis
D000080:Acetals; D001597:Benzylidene Compounds; D004187:Disaccharides; D008698:Mesylates; D009844:Oligosaccharides; D012821:Silanes; D014312:Trisaccharides; C512918:triethylsilane; C012077:trifluoromethanesulfonic acid