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.
Bjarke S. Donslund, Nicolaj Innunquag Jessen, Giulio Bertuzzi, Maxime Giardinetti, Teresa A. Palazzo, Mette Louise Christensen, et al. (2018). Catalytic Enantioselective [10+4] Cycloadditions. ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, 57(40), 13182-13186 [10.1002/anie.201807830].
Catalytic Enantioselective [10+4] Cycloadditions
Giulio Bertuzzi;
2018
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
