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Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis

Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis

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KUMAR, Amit, Richard R. SCHMIDT, 2012. Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis. In: European Journal of Organic Chemistry. 2012(14), pp. 2715-2719. ISSN 1434-193X. eISSN 1099-0690

@article{Kumar2012Rever-21632, title={Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis}, year={2012}, doi={10.1002/ejoc.201200138}, number={14}, volume={2012}, issn={1434-193X}, journal={European Journal of Organic Chemistry}, pages={2715--2719}, author={Kumar, Amit and Schmidt, Richard R.} }

<rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:dcterms="http://purl.org/dc/terms/" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/21632"> <dc:creator>Kumar, Amit</dc:creator> <dcterms:title>Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis</dcterms:title> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-08-14T22:25:05Z</dcterms:available> <dcterms:abstract xml:lang="eng">Boron trifluoride or trimethylsilyl trifluoromethanesulfonate catalysed the generation of thioglycosides from O-glucopyranosyl or O-galactopyranosyl trichloroacetimidates and thiols giving mainly or exclusively α-thioglycosides. However, the same reactions with phenylboron difluoride as catalyst are highly β-selective. An SN2-type reaction course under acid/base catalysis is invoked by these and previous results.</dcterms:abstract> <dc:contributor>Kumar, Amit</dc:contributor> <dc:contributor>Schmidt, Richard R.</dc:contributor> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-02-13T09:09:22Z</dc:date> <dcterms:bibliographicCitation>European Journal of Organic Chemistry ; (2012), 14. - S. 2715-2719</dcterms:bibliographicCitation> <dcterms:rights rdf:resource="http://nbn-resolving.org/urn:nbn:de:bsz:352-20140905103605204-4002607-1"/> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/21632"/> <dc:creator>Schmidt, Richard R.</dc:creator> <dc:language>eng</dc:language> <dc:rights>deposit-license</dc:rights> <dcterms:issued>2012</dcterms:issued> </rdf:Description> </rdf:RDF>

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