Macabeo, Allan Patrick G. and Lehmann, Christian W. and Reiser, Oliver (2012) Diastereoselective Synthesis of Enantiopure gamma-Butenolide-butyrolactones towards Pseudopterogorgia Lactone Furanocembranoid Substructures. SYNLETT (20). pp. 2909-2912. ISSN 0936-5214,
Full text not available from this repository. (Request a copy)Abstract
A diastereoselective methodology for preparing trans-gamma-lactone-gamma-butenolides through vinylogous aldol additions of siloxy-furanes to enantiopure cyclopropylcarbaldehyde followed by a tin-catalyzed retroaldol-lactonization cascade is reported. This synthetic approach is applied to a short synthesis of an exo-trienol furan lactone substructure relevant to bielschowskysin and other related coral diterpenoid natural products.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | VINYLOGOUS ALDOL REACTIONS; CORAL SINULARIA-MAXIMA; ENANTIOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; ABSOLUTE-CONFIGURATION; BIELSCHOWSKYSIN; DITERPENES; 2(5H)-FURANONES; ACETOGENINS; FURANS; marine furanocembranoids; asymmetric synthesis; vinylogous Mukaiyama addition; lactones; furans |
| 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: | 04 May 2020 05:11 |
| Last Modified: | 04 May 2020 05:11 |
| URI: | https://pred.uni-regensburg.de/id/eprint/17658 |
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