Abstract
Highly substituted 2-cyclopentenones were stereospecifically and regioselectively constructed with high catalytic efficiency through Lewis-acid catalyzed decarboxylative Nazarov cyclization of the cyclic carbonate derivative, which is prepared by reacting the propargyl alcohol with carbon dioxide in the presence of a silver catalyst. The stereochemistry of the 2-cyclopentenone is strictly controlled by the geometry of the alkene in the starting material. This method is applicable for various substrates.
| Original language | English |
|---|---|
| Pages (from-to) | 11594-11598 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 56 |
| Issue number | 38 |
| DOIs | |
| Publication status | Published - 2017 |
Keywords
- C−C bond formation
- carbon dioxide
- electrocyclic reactions
- silver
- stereospecific reactions
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
Fingerprint Dive into the research topics of 'Stereospecific Decarboxylative Nazarov Cyclization Mediated by Carbon Dioxide for the Preparation of Highly Substituted 2-Cyclopentenones'. Together they form a unique fingerprint.
Cite this
Komatsuki, K., Sadamitsu, Y., Sekine, K., Saito, K., & Yamada, T. (2017). Stereospecific Decarboxylative Nazarov Cyclization Mediated by Carbon Dioxide for the Preparation of Highly Substituted 2-Cyclopentenones. Angewandte Chemie - International Edition, 56(38), 11594-11598. https://doi.org/10.1002/anie.201705909