Nosse, Bernd and Chhor, Rakeshwar B. and Jeong, Won Boo and Boehm, Claudius and Reiser, Oliver (2003) Facile asymmetric synthesis of the core nuclei of xanthanolides, guaianolides, and eudesmanolides. ORGANIC LETTERS, 5 (6). pp. 941-944. ISSN 1523-7060, 1523-7052
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Bicylic and tricyclic gamma-butyrolactones with 5,7-, 5,6,5-, 5,6,6-, or 5,7,5-fused ring systems, being found in xanthanolides, eudesmanolides, and guaianolides, were readily synthesized from methyl furan-2-carboxylic acid. Key steps were a copper(I)-catalyzed asymmetric cyclopropanation, Sakurai allylations, intramolecular ene reactions, and ring-closing metathesis reactions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | INTRAMOLECULAR CYCLIZATION; SESQUITERPENE LACTONES; GAMMA-BUTYROLACTONES; ARTEMISIA-MYRIANTHA; ALLYLSILANES; METATHESIS; ACID; CONSTRUCTION; COMPLEXES; CATALYSTS; |
| 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: | 17 Aug 2021 13:54 |
| Last Modified: | 17 Aug 2021 13:54 |
| URI: | https://pred.uni-regensburg.de/id/eprint/39192 |
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