C-Glycosylation of Substituted β-Naphthols with Trichloroacet­imidate Glycosyl Donors

Abstract Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Eff...

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Veröffentlicht in:Synthesis (Stuttgart) 2018-04, Vol.50 (7), p.1560-1568
Hauptverfasser: Chakraborty, Soumen, Mal, Dipakranjan
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Several glycosyl donors have been systematically investigated for C-glycosylation of substituted β-naphthols to delineate the effect of the substituents. Whereas glycosylations of the parent 2-naphthol are smoothly achievable, those of differently substituted 2-naphthols are cumbersome. Efficiency of the glycosylation depends on the nature of both the glycosyl donors and the substituents of the arene ring. Among various glycosyl donors, trichloroacetimidate glycosyl donors are found to be superior for glycosylation with substituted 2-naphthols.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0036-1591746