| Autor: |
Ma X; Department of Chemistry, Duke University, Durham, North Carolina 27708, United States., Malcolmson SJ; Department of Chemistry, Duke University, Durham, North Carolina 27708, United States. |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2023 Dec 20; Vol. 145 (50), pp. 27680-27689. Date of Electronic Publication: 2023 Dec 06. |
| DOI: |
10.1021/jacs.3c09873 |
| Abstrakt: |
We report a palladium-catalyzed method for 4,3- or 4,1-selective alkenylamination of terminal dienes. Three-component couplings proceed with alkenyl triflates and several amines, giving vicinal carboamination with a Xantphos-supported catalyst and distal difunctionalization with a phosphoramidite ligand. A number of constitutionally different disubstituted dienes also participate in regiodivergent carboaminations. Experimental evidence indicates that selectivity in the Xantphos reactions is largely influenced by the substrate, whereas the phosphoramidite-promoted process is catalyst controlled, orchestrated by a key π-stacking interaction among the ligand, solvent, and substrate. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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