Dehydrative glycosylation with cyclic phosphonium anhydridesElectronic supplementary information (ESI) available: Detailed experimental procedures, characterization data for new compounds and copies of NMR spectra. See DOI: 10.1039/c6ob01812b

Cyclic phosphonium anhydrides generated from bis-phosphine oxides and trifluoromethanesulfonic anhydride are shown as general coupling reagents in a dehydrative glycosylation reaction of C1-hemiacetals. This reaction protocol is characterized by a broad substrate scope and high yields, including rea...

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Bibliographic Details
Main Authors Dyapa, Rajendar, Dockery, Lance T, Walczak, Maciej A
Format Journal Article
LanguageEnglish
Published 20.12.2016
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Summary:Cyclic phosphonium anhydrides generated from bis-phosphine oxides and trifluoromethanesulfonic anhydride are shown as general coupling reagents in a dehydrative glycosylation reaction of C1-hemiacetals. This reaction protocol is characterized by a broad substrate scope and high yields, including reactions of O -, C -, N -, and S -based nucleophiles with furanose, pyranose, and deoxysugar donors. Cyclic phosphonium anhydrides generated from bis-phosphine bis-oxides promote glycosylation reactions of C1 hemiacetals in excellent yields and selectivities.
Bibliography:Electronic supplementary information (ESI) available: Detailed experimental procedures, characterization data for new compounds and copies of NMR spectra. See DOI
10.1039/c6ob01812b
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob01812b