## Abstract Sugar 1,2 thio ortho esters can be condensed with terminal glycosyl acceptors using iodoniumβion sources (IDCP and NIS/TfOH) as activators. IDCPβ or NIS/TfOHβassisted glycosidation of sugar 1,2 thio ortho esters with primary hydroxyl groups of βarmedβ or βdisarmedβ ethyl (phenyl) 1βthio
Iodonium ion-promoted glycosidation of sugar 1,2-thio-orthoesters
β Scribed by H. M. Zuurmond; G. A. van der Marel; J. H. van Boom
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 168 KB
- Volume
- 110
- Category
- Article
- ISSN
- 0165-0513
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π SIMILAR VOLUMES
Recent studies from this laboratory revealed' that iodonium ion-mediated glycosylations of suitably protected alkyl I-thioglycosides showed great promise for the synthesis of antigenic oligosaccharides'. In evaluating the scope of this glycosylation method, we now report a stereoselective and high-y
## N-iodosuccinimide (ND) in the presence of an organic acid was found to be effective for the activation of fully acylated thioglycosides leading to J&trans linked esters. On the other hand, NIS together with a catalytic amount of tri#luoromethanesu&onic acid proved to be very convenient for the ra