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Dr. Chitra R. Edwankar, Dr. Rahul V. Edwankar, Dr. Jeffrey R. Deschamps and Prof. Dr. James M. Cook Nature-Inspired Stereospecific Total Synthesis of P-(+)-Dispegatrine and Four Other Monomeric Sarpagine Indole Alkaloids Angewandte Chemie International Edition 51

Article first published online: 16 OCT 2012 | DOI: 10.1002/anie.201206015

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All five: The first total synthesis of the C2-symmetric indole alkaloid 1 involved a late-stage thallium(III) acetate-mediated intermolecular oxidative coupling to construct the C9[BOND]C9′ bond with complete regio- and stereocontrol. The formation of a single atropodiastereomer in this critical step arises from internal asymmetric induction. The first total synthesis of four other monomeric sarpagine indole alkaloids is also described.

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