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Total synthesis of dl-pumiliotoxin c hydrochloride and its crystal structure

✍ Scribed by Toshiro Ibuka; Yasuo Inubushi; Ikutaro Saji; Kiyoshi Tanaka; Norio Masaki

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
279 KB
Volume
16
Category
Article
ISSN
0040-4039

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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 t

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## Abstract Die erste Totalsynthese des racemischen Alkaloids Pumiliotoxin‐C (9) ausgehend von __trans__‐1‐Brom‐3‐penten (1) wird beschrieben. Die Schlüsselstufe 6 → 7 verläuft über eine intramolekulare __Diels__‐__Alder__‐Reaktion unter weitgehender sterischer Kontrolle von vier Chiralitätszentren