Raecker, Reinhard and Doering, Klaus and Reiser, Oliver (2000) Combinatorial liquid-phase synthesis of [1,4]oxazepine-7-ones via the Baylis-Hillman reaction. JOURNAL OF ORGANIC CHEMISTRY, 65 (21). pp. 6932-6939. ISSN 0022-3263
Full text not available from this repository. (Request a copy)Abstract
A new method for the synthesis of [1,4]oxazepin-7-ones from readily available aldehydes and a-amino alcohols was developed using the Baylis-Hillman reaction as the key step. To determine the scope and limitations of the method, a mixture library was synthesized from six aldehydes and six cl-amino alcohols on the soluble polymer support poly(ethylene glycol) 5000-monomethyl ether (MeOPEG) via split synthesis and analyzed by GC-EIMS. Those oxazepines that were formed predominantly were resynthesized in a parallel synthesis and fully characterized. Thus, we have shown that split synthesis on MeOPEG can be an efficient method to rapidly screen the substrate spectrum of a newly developed reaction sequence.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | FRIEDEL-CRAFTS REACTION; BOND-FORMING REACTION; STEREOSELECTIVE SYNTHESIS; ORGANIC-SYNTHESIS; ALPHA,BETA-UNSATURATED CARBONYL; ALLYLIC ALCOHOLS; ADDUCTS; LIBRARIES; ALDEHYDES; ACETATES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 21 Mar 2022 09:23 |
| Last Modified: | 21 Mar 2022 09:23 |
| URI: | https://pred.uni-regensburg.de/id/eprint/42138 |
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