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

Kurzanzeige
dc.contributor.authorKumar, Amit
dc.contributor.authorSchmidt, Richard R.
dc.date.accessioned2013-02-13T09:09:22Zdeu
dc.date.available2013-08-14T22:25:05Zdeu
dc.date.issued2012
dc.description.abstractBoron 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.eng
dc.description.versionpublished
dc.identifier.citationEuropean Journal of Organic Chemistry ; (2012), 14. - S. 2715-2719deu
dc.identifier.doi10.1002/ejoc.201200138deu
dc.identifier.ppn379098423deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/21632
dc.language.isoengdeu
dc.legacy.dateIssued2013-02-13deu
dc.rightsterms-of-usedeu
dc.rights.urihttps://rightsstatements.org/page/InC/1.0/deu
dc.subjectCarbohydratesdeu
dc.subjectGlycosylationdeu
dc.subjectThioglycosylationdeu
dc.subjectReaction mechanismsdeu
dc.subject.ddc540deu
dc.titleReversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysiseng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{Kumar2012Rever-21632,
  year={2012},
  doi={10.1002/ejoc.201200138},
  title={Reversal of Anomeric Selectivity with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Thiols as Acceptors Under Acid/Base Catalysis},
  number={14},
  volume={2012},
  issn={1434-193X},
  journal={European Journal of Organic Chemistry},
  pages={2715--2719},
  author={Kumar, Amit and Schmidt, Richard R.}
}
kops.citation.iso690KUMAR, 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, 2012(14), pp. 2715-2719. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201200138deu
kops.citation.iso690KUMAR, 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, 2012(14), pp. 2715-2719. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201200138eng
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kops.sourcefield.plainEuropean Journal of Organic Chemistry. 2012, 2012(14), pp. 2715-2719. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201200138deu
kops.sourcefield.plainEuropean Journal of Organic Chemistry. 2012, 2012(14), pp. 2715-2719. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201200138eng
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