Total synthesis of (-)-stemonine |
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Authors: | Williams David R Shamim Khalida Reddy Jayachandra P Amato George S Shaw Stephen M |
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Institution: | Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA. williamd@indiana.edu |
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Abstract: | reaction: see text] An enantioselective total synthesis of (-)-stemonine (1) is reported via a convergent assembly of the acyclic precursor 2. Key transformations include a Staudinger-aza-Wittig reaction to form the central perhydroazepine ring system and an iodine-induced tandem cyclization to construct the pyrrolidino-butyrolactone framework. |
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