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Blue Light Photocatalytic Glycosylation without Electrophilic Additives

Author:
Wen, Peng, Crich, David
Source:
Organic letters 2017 v.19 no.9 pp. 2402-2405
ISSN:
1523-7052
Subject:
Lewis acids, additives, ambient temperature, blue light, glycosidic linkages, glycosylation, organic compounds, photocatalysis, photocatalysts, sieves
Abstract:
Photocatalytic formation of glycosidic bonds employing stable and readily accessible O-glycosyl derivatives of 2,2,6,6-tetramethylpiperidin-1-ol is presented that employs an iridium-based photocatalyst and blue LEDs. The reaction proceeds at room temperature and in the absence of additives other than 4 Å molecular sieves. Stereoselectivities are modest but nevertheless dependent on the anomeric configuration of the donor, suggesting a substantial degree of concerted character.
Agid:
5794066