Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 14, Pages 4605-4609Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600988
Keywords
alkaloids; indolizidines; pandalizines; pyrrolizidines; singlet oxygen
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Funding
- European Research Council under the European Union [277588]
- European Research Council (ERC) [277588] Funding Source: European Research Council (ERC)
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A highly adaptable method targeting the ubiquitous and very important pyrrolizidine and indolizidine scaffolds is presented. The general synthetic utility of the method is underscored by its application to the rapid and easy synthesis of five natural products starting from readily accessible alkylfuran precursors. These unprotected primary furylalkylamines are subjected to photooxygenation conditions, which initiate a complex cascade reaction sequence concluding with the production of high value motifs. This sequence can be tailored to need by varying the choice of both photosensitizer and base additive.
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