A New C(1)-Auxiliary for Anomeric Stereocontrol in the Synthesis of α-Sialyl Glycosides
- 1 May 2001
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (11) , 1665-1668
- https://doi.org/10.1021/ol015854i
Abstract
The installation of the novel N,N-dimethylglycolamide ester auxiliary onto the C(1)-position of protected neuraminic acid donors allows for the exploitation of C(1)-neighboring group participation to generate sialoside conjugates with good to excellent α-selectivity under a variety of sialylation protocols, including those that would otherwise lead to nonselective or β-selective sialoside products.Keywords
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