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A Practical Approach to 6H-Indol-6-ones Enables the Formal Synthesis of γ-Lycorane
- Source :
- Synthesis. 55:289-296
- Publication Year :
- 2022
- Publisher :
- Georg Thieme Verlag KG, 2022.
-
Abstract
- We represented herein a two-step synthesis of 1-methyl-6H-indol-6-one which is an N-containing 6/5 fused bicyclic building blocks in Amaryllidaceae alkaloids. The key step featured is a ‘one-pot’ ozonolysis/reductive amination/cyclization of allylated cyclohexa-1,3-dione to give bicyclic compounds. Moreover, the formal total synthesis of natural product γ-lycorane could be achieved through a photo-promoted cyclization/oxidation cascade reaction from the resulting bicyclic intermediate.
- Subjects :
- Organic Chemistry
Catalysis
Subjects
Details
- ISSN :
- 1437210X and 00397881
- Volume :
- 55
- Database :
- OpenAIRE
- Journal :
- Synthesis
- Accession number :
- edsair.doi...........6b0c66446dd0d664c18d7cbbba5d9aca
- Full Text :
- https://doi.org/10.1055/a-1878-8597