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Enantioselective Construction of [6,5,6]-Carbocyclic Systems by Organo/Metal-Catalyzed Sequential Reactions

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posted on 16.05.2014, 00:00 by Xiang Wu, Ming-Li Li, Dian-Feng Chen, Shu-Sen Chen
An efficient strategy for the enantioselective construction of [6,5,6]-carbocyclic compounds has been established via one-pot reaction of (E)-4-(2-ethynylphenyl)­but-3-en-2-ones with maleimide sequentially catalyzed by cinchona alkaloid-based primary amine and gold complex (Ph3PAuNTf2). This methodology provided a facile approach to access the [6,5,6]-tricyclic skeleton in fairly good yield and with perfect enantioselectivities (98% to >99% ee).