Highly diastereo- and enantioselective construction of phthalide-oxindole hybrids bearing vicinal quaternary chiral centers via an organocatalytic allylic alkylation |
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| Authors: | Wei Liu Zhi-Peng Hu Yan Yan Wei-Wei Liao |
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| Affiliation: | 1. Department of Organic Chemistry, College of Chemistry, Jilin University, Changchun 130012, PR China;2. State Key Lab of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun 130012, PR China |
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| Abstract: | A diastereo- and enantioselective synthesis of phthalide-oxindole hybrids including congested adjacent quaternary chiral centers was demonstrated through a Lewis base catalyzed asymmetric allylic alkylation reaction of Morita–Baylis–Hillman carbonates of isatins and 3-cyanophthalides. The various hybrid molecules with two valuable pharmacophores-combined frameworks can be obtained in good to high diastereo- and enantioselectivities. |
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| Keywords: | Organocatalysis Heterocycle Allylic alkylation Asymmetric catalysis |
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