Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides |
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Authors: | Kamat Medha N Rath Nigam P Demchenko Alexei V |
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Institution: | Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA. |
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Abstract: | As a part of a program for developing new efficient procedures for stereoselective glycosylation, a range of S-benzoxazolyl (SBox) glycosides have been synthesized. The mechanistic aspects of the SBox moiety activation for glycosylation via a variety of conceptually different pathways in the presence of thiophilic, electrophilic, or metal-based promoters have been investigated. |
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