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Naoaki Shimada, Dr. Yuzo Abe, Dr. Satoshi Yokoshima and Prof. Tohru Fukuyama Total Synthesis of (−)-Lycoposerramine-S Angewandte Chemie International Edition 51

Version of Record online: 15 OCT 2012 | DOI: 10.1002/anie.201206863

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To the core: The first total synthesis of (−)-lycoposerramine-S has been accomplished in 14 steps. The synthesis features the facile construction of the tetracyclic core through an intramolecular 1,3-dipolar cycloaddition of an azomethine ylide, with unexpected stereoselectivity, an 5-exo-trig radical cyclization, and an alkylation of p-nosyl (Ns) amide. TBS=tert-butyldimethylsilyl.

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