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Cycloadditions of 1,1-Disubstituted Benzocyclobutenes Obtained by C(sp3)−H Activation

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posted on 20.02.2009, 00:00 by Manon Chaumontet, Pascal Retailleau, Olivier Baudoin
An efficient synthesis of polycyclic molecules has been performed by a sequence involving palladium-catalyzed C−H activation and [4 + 2] cycloaddition. The intermediate benzocyclobutenes underwent a microwave-enhanced electrocyclic ring-opening/cycloaddition process with complete torquoselectivity and diastereoselectivity.