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C-Glycosylation of Substituted β-Naphthols with Trichloroacet­imidate Glycosyl Donors
Synthesis ( IF 2.2 ) Pub Date : 2018-01-03 , DOI: 10.1055/s-0036-1591746
Dipakranjan Mal , Soumen Chakraborty

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.

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.



中文翻译:

三氯乙酰亚胺酸酯糖基供体的取代β-萘酚的C-糖基化

摘要

对于取代的β-萘酚的C-糖基化,已经系统地研究了几种糖基供体,以描述取代基的作用。母体2-萘酚的糖基化可以顺利实现,而不同取代的2-萘酚的糖基化则很麻烦。糖基化的效率取决于糖基供体和芳烃环的取代基的性质。在各种糖基供体中,发现三氯乙酰亚氨酸酯糖基供体对于用取代的2-萘基进行糖基化作用是优越的。

对于取代的β-萘酚的C-糖基化,已经系统地研究了几种糖基供体,以描述取代基的作用。母体2-萘酚的糖基化可以顺利实现,而不同取代的2-萘酚的糖基化则很麻烦。糖基化的效率取决于糖基供体和芳烃环的取代基的性质。在各种糖基供体中,发现三氯乙酰亚氨酸酯糖基供体对于用取代的2-萘基进行糖基化作用是优越的。

更新日期:2018-01-03
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