Hydrogen‐Bonding Network Promoted [3+2] Cycloaddition: Asymmetric Catalytic Construction of Spiro‐pseudoindoxyl Derivatives |
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| Authors: | Liang‐Jie Zhang Prof Yao Wang Xiu‐Qin Hu Prof Peng‐Fei Xu |
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| Institution: | 1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, China;2. School of Chemistry and Chemical Engineering, Shandong University, Jinan, China |
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| Abstract: | The enantioselective construction of a spirocyclic quaternary stereogenic carbon center at the C2 position of indole has long been an elusive problem in organic synthesis. Herein, by employing a rationally designed hydrogen‐bonding network activation strategy, for the first time, 2,2′‐pyrrolidinyl‐spirooxindole, which is a valuable and prevalent indole alkaloid scaffold, was directly obtained through a catalytic asymmetric 3+2] cycloaddition reaction with high yields and excellent stereoselectivities. |
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| Keywords: | [3+2] cycloaddition azomethine ylides hydrogen bonding quaternary carbons spiro-pseudoindoxyl |
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