Has-Becker, Senay and Bodmann, Kerstin and Kreuder, Reinhard and Santoni, Gabriella and Rein, Tobias and Reiser, Oliver (2001) High-pressure induced Domino-Horner-Wadsworth-Emmons (HWE) Michael reactions. SYNLETT, 2001 (9). pp. 1395-1398. ISSN 0936-5214
Full text not available from this repository.Abstract
A new protocol for the alkenylation of carbonyl compounds with phosphonates (Horner-Wadsworth-Emmons reaction) is described. Aldehydes react with phosphonates already at room temperature in the presence of triethylamine without further activation by Lewis-acids if high-pressure (8 kbar) is applied to the system. Based on this protocol a domino process was developed combining the HWE reaction with a Michael reaction, thus allowing the one-pot synthesis of beta -amino esters, beta -thio esters or beta -thio nitriles.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DIELS-ALDER REACTIONS; ORGANIC-REACTIONS; WITTIG REACTIONS; ENAMINO KETONES; DIASTEREOSELECTIVITY; REACTIVITY; ACTIVATION; ESTERS; ENANTIOSELECTIVITY; CYCLOADDITIONS; Horner-Wadsworth-Emmons reaction; Michael addition; domino reaction; beta-amino esters; beta-thio esters; beta-thio nitriles; high-pressure |
| 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: | 16 Aug 2023 09:53 |
| Last Modified: | 16 Aug 2023 09:53 |
| URI: | https://pred.uni-regensburg.de/id/eprint/41176 |
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