Butz, Thomas and Sauer, Jürgen (1997) High-pressure and thermally induced intramolecular Diels-Alder reactions of furfuryl fumarates. Influence of tether substituents on diastereoselectivity. TETRAHEDRON-ASYMMETRY, 8 (5). pp. 703-714. ISSN 0957-4166
Full text not available from this repository.Abstract
Asymmetric intramolecular Diels-Alder (IMDA) reactions of optically active furfuryl fumarates result after crystallization in enantiopure 7-oxabicyclo[2.2.1]heptene derivatives that may be useful building blocks for natural product synthesis. The influence of high-pressure and thermal activation has been studied for these cycloadditions. The diastereoselectivities observed increase with the size of the tether substituents, but not linearly. A possible explanation based on transannular interactions is given. (C) 1997 Elsevier Science Ltd.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ASYMMETRIC INDUCTION; STEREOSPECIFIC SYNTHESIS; OXABICYCLIC COMPOUNDS; KINETIC RESOLUTION; NAKED SUGARS; FURAN DIENE; DERIVATIVES; PHORBOLS; 1-OXA-1,3-BUTADIENES; STEREOSELECTIVITY |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 11 May 2023 09:51 |
| Last Modified: | 11 May 2023 09:51 |
| URI: | https://pred.uni-regensburg.de/id/eprint/50980 |
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