Highly efficient synthesis of flavonol 5-O-glycosides with glycosyl ortho-alkynylbenzoates as donors

With glycosyl ortho-alkynylbenzoates as donors, the highly efficient glycosylation of flavonoid 5-OH which are notorious for their low reactivity due to their involvement in the formation of strong intramolecular H-bonds was achieved under the catalysis of a Au(i) complex. Thus, a series of flavonoi...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2016-01, Vol.14 (4), p.1221-1225
Main Authors: Liao, Jin-Xi, Fan, Nai-Li, Liu, Hui, Tu, Yuan-Hong, Sun, Jian-Song
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Benzoates - chemistry
Flavonols - chemical synthesis
Flavonols - chemistry
Glycosides - chemical synthesis
Glycosides - chemistry
Glycosylation
Molecular Structure
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Summary:With glycosyl ortho-alkynylbenzoates as donors, the highly efficient glycosylation of flavonoid 5-OH which are notorious for their low reactivity due to their involvement in the formation of strong intramolecular H-bonds was achieved under the catalysis of a Au(i) complex. Thus, a series of flavonoid 5-O-glycosides, including a kaempferol 5-O-disaccharide, were synthesized with good to excellent yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/c5ob02313k