Journal article
Radical carboazidation: expedient assembly of the core structure of various alkaloid families.
- Panchaud P University of Berne, Department of Chemistry and Biochemistry, CH-3012 Berne, Switzerland.
- Ollivier C
- Renaud P
- Zigmantas S
- 2004-04-13
Published in:
- The Journal of organic chemistry. - 2004
English
A procedure for one-pot intermolecular radical addition of 2-iodoesters to terminal alkenes followed by azidation of the radical adduct has been developed. This sequential reaction represents an alkene carboazidation process. Its efficacy is demonstrated by the two-step preparation of various lactams such as pyrrolidinones, pyrrolizidinones, and indolizidinones. An easy access to spirolactams bearing an amino-substituted quaternary carbon center is also described. These compounds are important building blocks for the synthesis of numerous alkaloids such as, for instance, FR901483.
- Language
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- English
- Open access status
- closed
- Identifiers
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- DOI 10.1021/jo035843y
- PMID 15074924
- Persistent URL
- https://sonar.ch/global/documents/1001
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