An efficient total synthesis of (±)-decaline and (±)-vertaline
✍ Scribed by Kozo Shishido; Katsura Tanak; Keiichiro Fukumoto; Tetsuji Kametani
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 235 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Reoeived is UK 26 APril 19731 rooepted for publiostion 21 6eptember 1973) Decaline is a Lythraceae alkaloid of biphenyl ether structure /I/ . The Ullmann reaction of 6-bromoveratral (I) with the methyl p-hydroxycinnamate (II) leads to biphenyl ether derivative (III). Compound (III) was isolated
Decalin 14, the fully-functionalised southern subunit of Clerocidin 1, a unique fungal metabolite, can be readily and stereoselectively assembled from diketone 7.
Reaction of the trimethylsilyl (TMS) enol ethers 6 derived from the conjugate addition of organocopper reagents to 3,4-dimethylcyclopentenone with dimethyl dioximne (DMDO) leads to a-hydroxy ketones 7 with predominantly the syn-methyl orientation. Exposure of these systems to metbanolic lead tetraac