Efficient intramolecular beta-mannoside formation using m-xylylene and isophthaloyl derivatives as rigid spacers.
A series of mannosyl donors linked via position 2 to an m-xylylene or an isophthaloyl spacer which was connected to the position 6 of a glucoside acceptor afforded, via intramolecular glycosylation, the corresponding disaccharides with high beta anomeric ratio.
Abdel-Rahman
Adel A-H
AA
Department of Chemistry, University of Konstanz, Fach M 725, D-78457, Konstanz, Germany.
El Ashry
El Sayed H
el SH
Schmidt
Richard R
RR
D004186:Disaccharidases / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D008362:Mannosides / Q000138:chemical synthesis* / Q000737:chemistry; D010795:Phthalic Acids / Q000737:chemistry
D006027:Glycosides; D008362:Mannosides; D010795:Phthalic Acids; C059768:isophthalate; D004186:Disaccharidases