Stahl, Jessica and Yatham, Veera Reddy and Crespi, Stefano and Koenig, Burkhard (2021) Cesium Carbonate Catalyzed Oxa-Michael Addition of Oximes to Acrylonitrile. CHEMISTRYSELECT, 6 (17). pp. 4107-4111. ISSN 2365-6549
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We report the O-alkylation of oximes with Michael acceptors using Cs2CO3 as the catalyst. The transformation proceeds stereospecifically with retention of the oxime configuration. Irradiation with visible light in the presence of diphenyl anthracene and cerium complexes affects the E to Z configuration ratio of the oxime ether products, but a complete stereocontrol was not achieved. The operationally simple protocol allows the synthesis of various O-alkylated oxime products that are useful precursors for further chemical transformations.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | INORGANIC BASE; ISOMERIZATION; ACID; PHOTOISOMERIZATION; ESTERS; Cesium carbonate catalyst; Lewis acids; Oxa-Michael addition; Photochemistry; Stereoisomers |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 17 Aug 2022 05:32 |
| Last Modified: | 17 Aug 2022 05:32 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46516 |
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