Nickel-mediated synthesis of non-anomeric C-acyl glycosides through electron donor-acceptor complex photoactivation
The preparation of nonanomeric C-acyl-saccharides has been developed from two different carboxylic acid feedstocks. This transformation is driven by the synergistic interaction of an electron donor-acceptor complex and Ni catalysis. Primary-, secondary-, and tertiary redox-active esters are incorpor...
| Authors: | ; ; ; ; |
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| Format: | Article |
| Publication date: | 2022 |
| Country: | España |
| Institution: | Universidad Autónoma de Madrid |
| Repository: | Biblos-e Archivo. Repositorio Institucional de la UAM |
| Language: | English |
| OAI Identifier: | oai:repositorio.uam.es:10486/721004 |
| Online Access: | http://hdl.handle.net/10486/721004 https://dx.doi.org/10.1021/acs.joc.1c03041 |
| Access Level: | Open access |
| Keyword: | Carbohydrates Chromatography lipids organic compounds purification Química |
| Summary: | The preparation of nonanomeric C-acyl-saccharides has been developed from two different carboxylic acid feedstocks. This transformation is driven by the synergistic interaction of an electron donor-acceptor complex and Ni catalysis. Primary-, secondary-, and tertiary redox-active esters are incorporated as coupling partners onto preactivated pyranosyl- and furanosyl acids, preserving their stereochemical integrity. The reaction occurs under mild conditions, without stoichiometric metal reductants or exogenous catalysts, using commercially available Hantzsch ester as the organic photoreductant |
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