A visible light promoted O-glycosylation with glycosyl trichloroacetimidates using eosin Y as an organo photoacid. (April 2020)

• Record Type: Journal Article
• Authors: Liu, Jiao; Yin, Shan; Wang, Haimei; Li, Hongfang; Ni, Guanghui
• Is Part Of: Carbohydrate research. Volume 490(2020)
• Publication Date: 2020-04
• Subjects: O-Glycosylation -- Photoacid catalysis -- Visible light photocatalysis; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2020.107963
• Languages: English
• ISSNs: 0008-6215

Abstract

Abstract: A photoacid catalyzed O -glycosylation of alcohols with glycosyl trichloroacetimidates in the presence of commercially available phenolic photoacids, fluorescein, 4′, 5′-dibromo-fluorescein, and eosin Y under visible light irradiation by blue LEDs was developed. The method is operationally simple without neutralization and proceeds at room temperature. Graphical abstract: Image 1 Highlights: A novel glycosylation method promoted by visible light. Photo catalyst is eosin Y. The donor is glycosyl trichloroacetimidate.