Concise synthesis of pyrrolidine and indolizidine alkaloids by a highly convergent three-component reaction |
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Authors: | Lapointe Guillaume Schenk Kurt Renaud Philippe |
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Institution: | Departement für Chemie und Biochemie, University of Bern, Freiestrasse 3, 3012 Bern, Switzerland. |
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Abstract: | The synthesis of pyrrolidine and indolizidine derivatives through radical carboazidation of alkenes with α-iodoketones, followed by reductive amination, is described. When properly substituted, further lactamization afforded pyrrolizidinones in good yield. This carboazidation/reductive amination sequence was efficiently applied to the total synthesis of three different simple alkaloids, including (±)-monomorine I. |
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Keywords: | alkaloids carboazidation iodoketones pyrrolidines radicals |
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