Ali, Mohd Tajudin Mohd and Husin, Zurhana Mat and Macabeo, Allan Patrick G. (2021) Asymmetric Synthesis of N,O-Heterobicyclic Octanes and (-)-Geissman-Waiss Lactone. ACS OMEGA, 6 (38). pp. 24614-24618. ISSN 2470-1343,
Full text not available from this repository. (Request a copy)Abstract
A short, asymmetric synthesis of tetrahydro-2H-turo[3,2-b]pyrrole derivatives and (-)-Geissman-Waiss lactone starting from meso-cyclohexadiene epoxide is described. Pivotal transformations in the developed synthetic procedure include asymmetric epoxide ring opening to install the requisite 1S,5S stereocenters and oxidative lactonization/lactamization sequences. This route provides a streamlined synthetic pathway toward necine alkaloids.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | GEISSMAN-WAISS LACTONE; ENANTIOSELECTIVE SYNTHESIS; ENANTIODIVERGENT SYNTHESIS; ENANTIOSPECIFIC SYNTHESIS; 2+2 CYCLOADDITION; KEY INTERMEDIATE; BUILDING-BLOCKS; (+)-RETRONECINE; ROUTE; (+)-CIS-(2R,3S)-3-HYDROXYPROLINE |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 05 Jul 2022 06:09 |
| Last Modified: | 05 Jul 2022 06:09 |
| URI: | https://pred.uni-regensburg.de/id/eprint/46865 |
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