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Originalpublikation
Minuth, Tobias; Boysen, Mike M. K.: Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity. In: Beilstein Journal of Organic Chemistry 6 (2010), 23. DOI: http://dx.doi.org/10.3762/bjoc.6.23
Version im Repositorium
Zum Zitieren der Version im Repositorium verwenden Sie bitte diesen DOI:
https://doi.org/10.15488/564
| Zusammenfassung: | |
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In previous studies we found that the asymmetric induction of bis(oxazolines) based on D-glucosamine strongly depended on the steric demand of the 3-O-substituents. To further probe the impact of the 3-position of the pyranose scaffold, we prepared 3-epimerised and 3-defunctionalised versions of these ligands as well as a 3-O-formyl derivative. Application of these new ligands in asymmetric cyclopropanation revealed strong steric and configurational effects of position 3 on asymmetric induction, further dramatic effects of the pyranose conformation were also observed.
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| Lizenzbestimmungen: | CC BY 2.0 Unported - https://creativecommons.org/licenses/by/2.0/ |
| Publikationstyp: | Article |
| Publikationsstatus: | publishedVersion |
| Erstveröffentlichung: | 2010 |
| Schlagwörter (englisch): | Asymmetric synthesis, Carbohydrates, Copper, Cyclopropanation, Ligand design |
| Fachliche Zuordnung (DDC): | 500 | Naturwissenschaften, 540 | Chemie |
Die Publikation erscheint in Sammlung(en):
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