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New Diels-Alder Reactions of (–)-Thebaine and First X-Ray Crystallographic Structure Analyses of the Cycloadducts
- Source :
- Zeitschrift für Naturforschung B. 49:272-279
- Publication Year :
- 1994
- Publisher :
- Walter de Gruyter GmbH, 1994.
-
Abstract
- Diels-Alder reactions of (-)-thebaine (1) as an electron-rich diene system with acceptorsubstituted ethenes gave rise to the cycloadducts 2, 3, and 4 in high regio- and stereoselectivities. Structural analyses were performed by high resolution NMR spectroscopy and, for the first time in the thebaine cycloadduct series, by X-ray crystallographic structural analyses of the compounds 2, 3a, and 3b. In the reaction of (-)-thebaine (1) with an in situ generated aryne, the anellated azocine derivative 5 was formed.
Details
- ISSN :
- 18657117 and 09320776
- Volume :
- 49
- Database :
- OpenAIRE
- Journal :
- Zeitschrift für Naturforschung B
- Accession number :
- edsair.doi...........135f5c62c99b022a3eb9f234e57c47ec