Catalytic Asymmetric Synthesis of [2,3]‐Fused Indoline Heterocycles through Inverse‐Electron‐Demand Aza‐Diels–Alder Reaction of Indoles with Azoalkenes |
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| Authors: | Min‐Chao Tong Xuan Chen Jun Li Rong Huang Haiyan Tao Prof?Dr Chun‐Jiang Wang |
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| Institution: | 1. College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072 (China);2. State Key Laboratory of Elemento‐organic Chemistry, Nankai University, Tianjin, 300071 (China) |
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| Abstract: | An unprecedented catalytic asymmetric inverse‐electron‐demand aza‐Diels–Alder reaction of indoles with in situ formed azoalkenes is reported. A diverse set of 2,3]‐fused indoline heterocycles were achieved in generally good yields (up to 97 %) with high regioselectivity and diastereoselectivity (>20:1 d.r.), and with excellent enantioselectivity (up to 99 % ee). |
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| Keywords: | asymmetric catalysis azoalkenes cycloaddition indoles indolines |
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