Samarium Diiodide-Mediated Reductive Coupling of Epoxides and Carbonyl Compounds: A Stereocontrolled Synthesis of C-Glycosides from 1,2-Anhydro Sugars
Sugar mimics: 1,2‐anhydro sugars can be cross‐coupled with aldehydes and ketones under very mild conditions and using a wide range of protecting groups to give C‐glycosides in good yield in a radical reaction mediated by SmI2 (see scheme; A=no proton source, B=in the presence of water).
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| Veröffentlicht in: | Angewandte Chemie (International ed.) 2002-09, Vol.41 (17), p.3242-3246 |
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| container_end_page | 3246 |
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| container_issue | 17 |
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| container_title | Angewandte Chemie (International ed.) |
| container_volume | 41 |
| creator | Chiara, Jose Luis Sesmilo, Esther |
| description | Sugar mimics: 1,2‐anhydro sugars can be cross‐coupled with aldehydes and ketones under very mild conditions and using a wide range of protecting groups to give C‐glycosides in good yield in a radical reaction mediated by SmI2 (see scheme; A=no proton source, B=in the presence of water). |
| doi_str_mv | 10.1002/1521-3773(20020902)41:17<3242::AID-ANIE3242>3.0.CO;2-I |
| format | Article |
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| identifier | ISSN: 1433-7851 |
| ispartof | Angewandte Chemie (International ed.), 2002-09, Vol.41 (17), p.3242-3246 |
| issn | 1433-7851 1521-3773 |
| language | eng |
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| source | MEDLINE; Wiley Online Library All Journals |
| subjects | C-glycosides electron transfer Epoxy Compounds - chemistry Glycosides - chemical synthesis Indicators and Reagents Iodides - chemistry Oxidation-Reduction radical reactions samarium Samarium - chemistry Stereoisomerism |
| title | Samarium Diiodide-Mediated Reductive Coupling of Epoxides and Carbonyl Compounds: A Stereocontrolled Synthesis of C-Glycosides from 1,2-Anhydro Sugars |
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