Efficient sialylation with phenyltrifluoroacetimidates as leaving groups.
[reaction: see text] Sialylation with N-phenyltrifluoroacetimidates as leaving groups and a catalytic amount of TMSOTf as promoter compares favorably with the previous protocols for direct sialylation and expand in essence the scope of the Schmidt glycosylation reaction.
Cai
Sutang
S
State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Yu
Biao
B
D000081:Acetamides / Q000737:chemistry; D006031:Glycosylation; D008956:Models, Chemical; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry
D000081:Acetamides; D014297:Trimethylsilyl Compounds; D019158:N-Acetylneuraminic Acid