| Autor: |
de Robichon, Morgane, Kratz, Thilo, Beyer, Frederike, Zuber, Julian, Merten, Christian, Bach, Thorsten |
| Zdroj: |
Journal of the American Chemical Society; 20230101, Issue: Preprints |
| Abstrakt: |
1-Substituted bicyclo[1.1.0]butanes add enantioselectively to 2(1H)-quinolones upon irradiation (λ = 366 nm) in the presence of a chiral complexing agent. A two-point hydrogen bond between the quinolone and the template is responsible for stereocontrol in the photocycloaddition reaction. The reaction leads to the formation of products with a chiral bicyclo[2.1.1]hexane skeleton in high enantiomeric excess (91–99% ee). The chiral template can be almost quantitatively (97%) recovered and used in another reaction. A triplet reaction pathway is likely, and sensitization is a suitable tool if the reaction is to be performed with visible light (λ = 420 nm). |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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