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Angewandte Chemie International Edition, Volume 51, Issue 47, pages 11762–11765, November 19, 2012.
Dr. Chitra R. Edwankar, Dr. Rahul V. Edwankar, Dr. Jeffrey R. Deschamps,Prof. Dr. James M. Cook.
Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, 3210, North Cramer Street, Milwaukee, WI-53201 (USA) http://www.uwm.edu/∼capncook, and
Center for Biomolecular Science and Engineering, Naval Research Laboratory, Code 6930, Washington, D. C. 20375 (USA).
Abstract.
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 C9C9′ 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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