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New routes to perhydrohistrionicotoxin

✍ Scribed by David Tanner; Peter Somfai


Book ID
108371933
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
641 KB
Volume
42
Category
Article
ISSN
0040-4020

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A new synthetic route to (Β±)-perhydrohis
✍ E.J. Corey; Martin Petrzilka; Yoichiro Ueda πŸ“‚ Article πŸ“… 1975 πŸ› Elsevier Science 🌐 French βš– 265 KB

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

A New Synthetic Route to (Β±)-Perhydrohis
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## Abstract Starting from ethyl 2‐cyclohexen‐1‐carboxylate (**3**) the total synthesis of the perhydrohistrionicotoxin intermediate **23** was achieved in 25% overall‐yield. The two key steps involve a positionally specific addition of HOBr to the oxime‐olefin **7** and the alkylation of bromooxime

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