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Synthesis 2018; 50(07): 1560-1568
DOI: 10.1055/s-0036-1591746
DOI: 10.1055/s-0036-1591746
paper
C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors
Weitere Informationen
Publikationsverlauf
Received: 18. Oktober 2017
Accepted after revision: 01. Dezember 2017
Publikationsdatum:
03. Januar 2018 (online)
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.
Key words
C-glycosylation - 2-naphthols - Lewis acids - trichloroacetimidate - glycosyl donors - substituent effectsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591746.
- Supporting Information
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