Pure α-linked products can be obtained in high yields in glycosylation with glucosyl trichloroacetimidate donors with a C2 ester capable of neighboring group participation

✍ Scribed by Ying Zeng; Jun Ning; Fanzuo Kong

• Book ID: 104251002
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 165 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00584-1

✦ Synopsis

Predominant or even pure (13)-a-linked products can be generated in glycosylation with glucosyl trichloroacetimidate donors with a C2 ester capable of neighboring group participation. Benzoylation of either the donors or acceptors gave more b-linkage, while 4,6-O-benzylidenation of the acceptor gave exclusive b-glucosylation. 3-O-Glycosylation of the donor and the presence of a (13)-b-linkage in the oligosaccharide acceptor gave sole a-glucosylation.