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Yan Shi, Aijun Lin, Haibin Mao, Zhijie Mao, Weipeng Li, Prof. Dr. Hongwen Hu, Prof. Dr. Chengjian Zhu and Prof. Dr. Yixiang Cheng Enantioselective Construction of Spirooxindole Derivatives through [3+2] Annulation Catalyzed by a Bisthiourea as a Multiple-Hydrogen-Bond Donor Chemistry - A European Journal 19

Version of Record online: 23 DEC 2012 | DOI: 10.1002/chem.201202937

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Anything between ureas? Spiro[isoxazolidine-3,3′-oxindole]s have been constructed by employing methyleneindolinones and nitrones as the starting materials through [3+2] annulation catalyzed by a bisthiourea. Products with three contiguous stereocenters, including one spiroquaternary stereocenter, are obtained in good yields with excellent enantio- and diastereoselectivity. The bisthiourea catalyst acts as a multiple-hydrogen-bond donor to simultaneously activate both substrates.

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