Concise Synthesis of Pyrrolidine and Indolizidine Alkaloids by a Highly Convergent Three‐Component Reaction
| Autor: | Philippe Renaud, Guillaume Lapointe, Kurt Schenk |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Azides
Pyrrolizidines Free Radicals Stereochemistry Radical Molecular Conformation iodoketones Crystallography X-Ray alkaloids Reductive amination Catalysis Pyrrolidine chemistry.chemical_compound Organic chemistry Amphibian Skin Azidation Amination Reduction Monomorine I Asymmetric-Synthesis Indolizidines Organic Chemistry Indolizines Enantioselective synthesis Radical Carboazidation Total synthesis pyrrolidines Indolizidine General Chemistry Ketones radicals (+)-Monomorine-I Chemistry carboazidation chemistry Yield (chemistry) Derivatives |
| Zdroj: | Chemistry – A European Journal. 17:3207-3212 |
| ISSN: | 1521-3765 0947-6539 |
| DOI: | 10.1002/chem.201003137 |
| Popis: | The synthesis of pyrrolidine and indolizidine derivatives through radical carboazidation of alkenes with alpha-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. |
| Databáze: | OpenAIRE |
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