IPy 2 BF 4 ‐Mediated Glycosylation and Glycosyl Fluoride Formation

Abstract A facile method to convert thioglycosides to glycosyl fluorides with Ipy 2 BF 4 (py = pyridine) is presented. Alternatively, activation of thioglycosides with Ipy 2 BF 4 in the presence of acids and glycosyl acceptors led to glycosylation reactions. Perbenzylated (armed) glycosyl donors yie...

Full description

Bibliographic Details
Published in:European Journal of Organic Chemistry
Main Authors: Huang, Kuo‐Ting, Winssinger, Nicolas
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2007
Subjects:
Organic Chemistry
Physical and Theoretical Chemistry
IPY
Online Access:http://dx.doi.org/10.1002/ejoc.200700038
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejoc.200700038
https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.200700038
Description
Summary:Abstract A facile method to convert thioglycosides to glycosyl fluorides with Ipy 2 BF 4 (py = pyridine) is presented. Alternatively, activation of thioglycosides with Ipy 2 BF 4 in the presence of acids and glycosyl acceptors led to glycosylation reactions. Perbenzylated (armed) glycosyl donors yielded predominantly the β‐anomeric product. This methodology is compatible with one‐pot sequential glycosylation.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

Similar Items