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Total Synthesis and Elucidation of the Absolute Configuration of the Diterpene Tonantzitlolone

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journal contribution
posted on 03.02.2005, 00:00 by Christian Jasper, Rüdiger Wittenberg, Monika Quitschalle, Jasmin Jakupovic, Andreas Kirschning
The first enantioselective total synthesis of tonantzitlolone, a novel 15-membered macrocyclic diterpene, utilized a Julia olefination, a highly selective, potassium enolate-based anti-Felkin aldol reaction, and an E-selective ring-closing metathesis as key C−C bond-forming steps. The absolute configuration of tonantzitlolone is established.