Photooxidation of thiosaccharides mediated by sensitizers in aerobic and environmentally friendly conditions
A series of β-d-glucopyranosyl derivates have been synthesized and evaluated in photooxidation reactions promoted by visible light and mediated by organic dyes under aerobic conditions. Among the different photocatalysts employed, tetra-O-acetyl riboflavin afforded chemoselectively the respective su...
| Authors: | , , , |
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| Format: | article |
| Status: | Published version |
| Publication Date: | 2021 |
| Country: | Argentina |
| Institution: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repository: | CONICET Digital (CONICET) |
| Language: | English |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/180991 |
| Online Access: | http://hdl.handle.net/11336/180991 |
| Access Level: | Open access |
| Keyword: | CARBOHYDRATES SULFOXIDES PHOTOOXIDATION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Summary: | A series of β-d-glucopyranosyl derivates have been synthesized and evaluated in photooxidation reactions promoted by visible light and mediated by organic dyes under aerobic conditions. Among the different photocatalysts employed, tetra-O-acetyl riboflavin afforded chemoselectively the respective sulfoxides, without over-oxidation to sulfones, in good to excellent yields and short reaction times. This new methodology for the preparation of synthetically useful glycosyl sulfoxides constitutes a catalytic, efficient, economical, and environmentally friendly oxidation process not reported so far for carbohydrates. |
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