Total synthesis of tetracyclic triterpenes. 1. The (.+-.)-5-epi-euphane ring system
โ Scribed by Kolaczkowski, Lawrence; Reusch, William
- Book ID
- 121416698
- Publisher
- American Chemical Society
- Year
- 1985
- Tongue
- English
- Weight
- 943 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
Diels-Alder cycloaddition OP 1,4-benzcquinone with diene 2 gave the a-endo adduct 6 in good yield. Acid catalyzed aromatization of 6 was unconjugated hydroquinone derivative 7 or controllegclgg ;;omi; ;tveThzi;;;:thh; the conjugated A derivative 12 gave acid-labile epoxides 17 and 18, respectively o
An efficient strategy for the rapid construction of the guiane bicyclo[5.3.0]decane ring system from appropriately substituted 4-alkyn-1-ols has been developed. This methodology relies on a MeLi-catalyzed tandem 5-exo-dig cyclization/Claisen rearrangement sequence as the key ring forming step.