Journal article
Concise synthesis of pyrrolidine and indolizidine alkaloids by a highly convergent three-component reaction.
- Lapointe G Departement für Chemie und Biochemie, University of Bern, Freiestrasse 3, 3012 Bern, Switzerland.
- Schenk K
- Renaud P
- 2011-02-11
Published in:
- Chemistry (Weinheim an der Bergstrasse, Germany). - 2011
Alkaloids
Amination
Crystallography, X-Ray
Free Radicals
Indolizidines
Indolizines
Ketones
Molecular Conformation
Pyrrolidines
English
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.
- Language
-
- English
- Open access status
- closed
- Identifiers
-
- DOI 10.1002/chem.201003137
- PMID 21308816
- Persistent URL
- https://roar.hep-bejune.ch/global/documents/263912
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