Gold-catalyzed glycosidations: unusual cleavage of the interglycosidic bond while studying the armed/disarmed effect of propargyl glycosides

TitleGold-catalyzed glycosidations: unusual cleavage of the interglycosidic bond while studying the armed/disarmed effect of propargyl glycosides
Publication TypeJournal Article
Year of Publication2010
AuthorsKayastha, AK, Hotha, S
JournalTetrahedron Letters
Volume51
Issue40
Pagination5269-5272
Date PublishedOCT
ISSN0040-4039
Abstract

Armed/disarmed effect of propargyl glycosides in the presence of AuBr(3) is studied. Observed that oxophilic AuBr(3) cleaves interglycosidic bond of an armed disaccharide resulting in the formation of a disaccharide and a 1,6-anhydro sugar. Trisaccharides were obtained after fine tuning the reactivity of the glycosyl donor with different protecting groups. (C) 2010 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2010.07.157
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.618
Divison category: 
Organic Chemistry