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A short stereospecific total synthesis of dl-pumiliotoxin C

✍ Scribed by Larry E. Overman; Peter J. Jessup


Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
228 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis


Pumiliotoxin C (Q is one of a large group of structurally related toxins which have been isolated from shin extracts of the colorful Central American poison arrow frog Dendrobates pu milio 2, 3, 4, 5c . Synthetic investigations in several laboratories culminated in 1975 in three total syniheses of this unusual cis-decahydroquinoline alkaloid.


πŸ“œ SIMILAR VOLUMES


A New Total Synthesis of dl-Pumiliotoxin
✍ Wolfgang Oppolzer; Charles Fehr; Jochen Warneke πŸ“‚ Article πŸ“… 1977 πŸ› John Wiley and Sons 🌐 German βš– 669 KB

## Abstract __dl__‐Pumiliotoxin‐C **(4)** was synthesized in a practical manner from __trans__‐4‐hexenal **(9)**. The key step **14** β†’ **15** (__Scheme 3__) involves an intramolecular __Diels__‐__Alder__ reaction giving mainly the __cis__‐fused indanols **15a**, which were converted to the __cis__

Stereospecific total synthesis of dl-ses
✍ E.J. Corey; Kazuo Achiwa πŸ“‚ Article πŸ“… 1969 πŸ› Elsevier Science 🌐 French βš– 192 KB

Recently a new sesquiterpene from the essential oil of Schisandra chinensis has been found to possess structure I and has been termed sesquicarene (1). A stereospecific