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.
Catalytic Enantioselective [10+4] Cycloadditions / Bjarke S. Donslund; Nicolaj Innunquag Jessen; Giulio Bertuzzi; Maxime Giardinetti; Teresa A. Palazzo; Mette Louise Christensen; Karl Anker Jørgensen. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - ELETTRONICO. - 57:40(2018), pp. 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.