Asymmetric total syntheses of both enantiomers of marine mollusk metabolite pulo'upone 1 have been achieved by Evans' asymmetric Diels-Alder reaction.
Total synthesis of (±)-pulo'upone
✍ Scribed by Steven D. Burke; Anthony D. Piscopio; John L. Buchanan
- Book ID
- 103401098
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 195 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Pulo'upone (1) was synthesized via an asymmetric, bornane-10,2-sultam-directed, intramolecular Diels-Alderaction (2 -+ 2) and a 2\_pyridylcuprate/allylacetate coupling (18 + I). The (6'R, 9'S, 13'R. 14'R)configuration of (-)-I follows from an X-ray diffraction analysis of the cycloaddition product
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