Title of article
Evaluation of thioglycosides of Kdo as glycosyl donors
Author/Authors
Karin Mannerstedt، نويسنده , , Kerstin Ekel?f، نويسنده , , Stefan Oscarson، نويسنده ,
Issue Information
دوهفته نامه با شماره پیاپی سال 2007
Pages
7
From page
631
To page
637
Abstract
The use of Kdo thioglycosides as glycosyl donors using DMTST, IBr/AgOTf and NIS/AgOTf as promoters has been evaluated. Activation at low temperature allowed to escape the formation of 2,3-glycal byproducts to give glycosides in high yield and with good β-anomeric selectivity. The use of diethyl ether as solvent and (especially) isopropylidene acetals as protecting groups improved the α-anomeric selectivity. NIS/AgOTf as promoter surprisingly yielded the 3-iodo-product via the glycal intermediate.
Keywords
Thioglycoside donors , Kdo glycosides , Thiophilic promoters
Journal title
Carbohydrate Research
Serial Year
2007
Journal title
Carbohydrate Research
Record number
964654
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