Deutsch
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.
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Other URL: http://www.thieme-connect.com/ejournals/abstract/synlett/doi/10.1055/s-2001-16786
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 β-amino esters, β-thio esters or β-thio nitriles.
| Item Type: | Article | ||||
|---|---|---|---|---|---|
| Institutions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser | ||||
| Identification Number: |
| ||||
| Keywords: | Horner-Wadsworth-Emmons reaction; Michael addition; domino reaction; β-amino esters; β-thio esters; β-thio nitriles; high-pressure | ||||
| Subjects: | 500 Science > 540 Chemistry & allied sciences | ||||
| Status: | Published | ||||
| Refereed: | Yes, this version has been refereed | ||||
| Created at the University of Regensburg: | Unknown | ||||
| Owner: | Helge Knüttel (ADMIN) | ||||
| Deposited On: | 01 Sep 2006 | ||||
| Last Modified: | 05 Aug 2009 15:22 | ||||
| Item ID: | 323 |
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