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Concise Synthesis of Pyrrolidine and Indolizidine Alkaloids by a Highly Convergent Three-Component Reaction

✍ Scribed by Guillaume Lapointe; Dr. Kurt Schenk; Prof. Philippe Renaud

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
290 KB
Volume
17
Category
Article
ISSN
0947-6539

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✦ Synopsis

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 (Β±)‐monomorine I.

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