| Autor: |
Dhungana RK; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Sapkota RR; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Wickham LM; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Niroula D; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Giri R; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States. |
| Abstrakt: |
We disclose a Ni-catalyzed vicinal difunctionalization of alkenes with benzyl halides and alkylzinc reagents, which produces products with two new alkyl-alkyl bonds. This alkene dialkylation is effective in combining secondary benzyl halides and secondary alkylzinc reagents with internal alkenes, which furnishes products with three contiguous all-carbon secondary stereocenters. The products can be readily elaborated to access complex tetralene, benzosuberene, and bicyclodecene cores. The reaction also features as the most efficient alkene difunctionalization process to date with catalyst loadings down to 500 ppm and the catalytic turnover number (TON) and turnover frequency (TOF) registering up to 2 × 10 3 and 165 h -1 at rt, respectively. |
