Schall, Andreas and Reiser, Oliver (2008) Synthesis of biologically active guaianolides with a trans-annulated lactone moiety. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (14). pp. 2353-2364. ISSN 1434-193X
Full text not available from this repository. (Request a copy)Abstract
The biosynthetic pathways of sesquiterpene lactones are described in conjunction with recent developments in the total syntheses of various biologically active guaianolides. Different strategies towards the 5,7,5-membered ring system are highlighted. Oxidative diol cleavages, aldol reactions, and intramolecular cyclopropanations were used as key reactions to construct the racemic guaianolide core system. Radical cyclizations, as well as ring closing metathesis, were successfully applied in asymmetric approaches. Biomimetic reactions were also applied as versatile tools for the construction of these highly complex natural products. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | STEREOCONTROLLED TOTAL SYNTHESIS; METHYLENE-GAMMA-BUTYROLACTONES; ADRENAL CHROMAFFIN CELLS; NON-MEVALONATE PATHWAY; THAPSIA-GARGANICA L; SESQUITERPENE LACTONES; STEREOSELECTIVE-SYNTHESIS; TUMOR INHIBITORS; ENANTIOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; total synthesis; sesquiterpenes; lactones; natural products; asymmetric synthesis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Petra Gürster |
| Date Deposited: | 14 Jan 2021 12:26 |
| Last Modified: | 14 Jan 2021 12:26 |
| URI: | https://pred.uni-regensburg.de/id/eprint/30935 |
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