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Divergent and concise total syntheses of two lycopodium alkaloids, lyconadins A and C have been developed. The synthesis of lyconadin A, having potent neurotrophic activity, features an efficient one‐pot ketal removal and formal aza‐[4+2] cyclization to form the cagelike core structure. A tandem ketal removal/Mannich reaction was developed to build the tricyclic structure of lyconadin C. Both lyconadins...
Das ABCD der Ringe: (−)‐Jiadifenin wurde in achtzehn Schritten ausgehend von 1‐[(E)‐(4′‐Brom‐2′‐butenyl)oxy]‐4‐methoxybenzol synthetisiert. Schlüsselschritte waren 1) eine Ireland‐Claisen‐Umlagerung zu Bildung der quartären Zentren C5 und C6, 2) eine intramolekulare Pauson‐Khand‐Reaktion (IMPKR), um die Ringe A und B zu erzeugen, und 3) eine [2+2]‐Photocycloaddition, die das ausschließlich kohlenstoffsubstituierte...
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