IODONIUM-PROMOTED GLYCOSYLATIONS WITH PHENYL SELENOGLYCOSIDES

Citation
Hm. Zuurmond et al., IODONIUM-PROMOTED GLYCOSYLATIONS WITH PHENYL SELENOGLYCOSIDES, Journal of carbohydrate chemistry, 12(8), 1993, pp. 1091-1103
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
ISSN journal
07328303
Volume
12
Issue
8
Year of publication
1993
Pages
1091 - 1103
Database
ISI
SICI code
0732-8303(1993)12:8<1091:IGWPS>2.0.ZU;2-Q
Abstract
Fully benzylated or benzoylated phenyl selenoglycosides can be activat ed by the promoters iodonium di-sym-collidine perchlorate (IDCP) or N- iodosuccinimide and catalytic triflic acid (NIS/TfOH). The potential o f the iodonium ion-mediated glycosylations with phenyl selenoglycoside s is illustrated in the chemoselective synthesis of 1,2-cis- and 1,2-t rans linked disaccharides.