A stereoselective organopalladium route toward perhydrohistrionicotoxin
β Scribed by Tanner, David; Sellen, Mikael; Baeckvall, Jan E.
- Book ID
- 127353242
- Publisher
- American Chemical Society
- Year
- 1989
- Tongue
- English
- Weight
- 772 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0022-3263
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
The first total synthesis of (+)-perhydrohistrionicotoxin (I), a useful neurotoxin, 1 was recently reported from these Laboratories. 2,3 We now describe a new, efficient and stereocontrolled route which leads to (t)-perhydrohistrionicotoxin
## Abstract Starting from ethyl 2βcyclohexenβ1βcarboxylate (**3**) the total synthesis of the perhydrohistrionicotoxin intermediate **23** was achieved in 25% overallβyield. The two key steps involve a positionally specific addition of HOBr to the oximeβolefin **7** and the alkylation of bromooxime