Stereoselective Synthesis of 2-Deoxy Glycosides via Iron Catalysis.
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DOI: 10.1021/acs.orglett.2c04379
Abstract: An Fe-catalyzed 2-deoxy glycosylation method was developed from 3,4-O-carbonate glycals directly at room temperature. This novel approach enabled facile access to alkyl and aryl 2-deoxy glycosides in high yields with exclusive α-stereoselectivity, tolerating various alcohols,… read more here.
Keywords: synthesis deoxy; glycosides via; deoxy glycosides; stereoselective synthesis ... See more keywords
Stereoretentive Conversion to C-Glycosides from S-Glycosides via Ligand-Coupling on Sulfur(IV).
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DOI: 10.1021/acs.orglett.4c04338
Abstract: A novel strategy is reported for the stereoselective synthesis of C(sp2)-C(sp3) C-glycosides, which converts heteroaryl S-glycosides into heteroaryl C-glycosides with retention of configuration through a sequential process involving oxidation and Grignard reagent attack. The new… read more here.
Keywords: glycosides via; heteroaryl glycosides; ligand coupling; conversion glycosides ... See more keywords
Diastereoselective Synthesis of N-Glycosides via Buchwald-Hartwig Coupling.
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DOI: 10.1021/acs.orglett.5c03334
Abstract: Herein we report a practical and highly efficient methodology for the β-selective synthesis of N-glycosides via Buchwald-Hartwig coupling. This glycosylation strategy employs glycosyl chloride with different amine aglycones and is catalyzed by an inexpensive copper(I)… read more here.
Keywords: glycosides via; synthesis glycosides; hartwig coupling; buchwald hartwig ... See more keywords