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Blue Light Photocatalytic Glycosylation without Electrophilic Additives.

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.

SUBMITTER: Wen P

PROVIDER: S-EPMC5538785 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Blue Light Photocatalytic Glycosylation without Electrophilic Additives.

Wen Peng P Crich David D

Organic letters 20170424 9

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. ...[more]

PMID: 28437118

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