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Photoinduced Excited‐State Pd(0)‐Catalyzed Stereoselective C ‐Glycosylation of 1‐Bromosugar with Quinoxalin‐2(1 H )‐one

Year: 2025

Type: article

Abstract: Herein, an α-selective synthesis of C-glycoside with 1-bromosugars and quinoxalin-2(1H)-ones is reported, leveraging visible light-mediated excited-state palladium catalysis. This process involves the generation of glycosyl radicals from easily accessible 1-bromosugar precursors, which can capture quinoxalinone under photoinduced Pd(0) catalysis. The reaction operates under mild conditions, offering excellent axial selectivity with a diverse array of substrates. This methodology will provide a valuable platform for constructing potent biologically active C-glycosides.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202500882

Authors: Ramanand Das, Dip Raj Rai, Joneswar Basumatary, Biswajit Gopal Roy, Debaraj Mukherjee, Taraknath Kundu

Institutions: National Institute of Technology Sikkim, Bose Institute, Sikkim University

Language: English

Topic: Carbohydrate Chemistry and Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funder: National Institute of Technology Sikkim

OpenAlex ID: W4409506228

FWCI: 1.162

Cites: 49

Cited by: 4

Related to: 10