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Catalytic Enantioselective [10+4] Cycloadditions |
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| Authors: | Dr Bjarke S Donslund Nicolaj Inunnguaq Jessen Giulio Bertuzzi Dr Maxime Giardinetti Dr Teresa A Palazzo Mette Louise Christensen Prof?Dr Karl Anker Jørgensen |
| Institution: | Department of Chemistry, Aarhus University, Aarhus C, Denmark |
| Abstract: | The first peri‐ and stereoselective 10+4] cycloaddition between catalytically generated amino isobenzofulvenes and electron‐deficient dienes is described. The highly stereoselective catalytic 10+4] cycloaddition exhibits a broad scope with high yields, reflecting a robust higher‐order cycloaddition. Experimental and computational investigations support a kinetic distribution of intermediate rotamers dictating the enantioselectivity, which relies heavily on additive effects. |
| Keywords: | asymmetric synthesis cycloaddition density-functional calculations organocatalysis |