4.8 Article

A Facile Access to Enantioenriched Isoindolines via One-Pot Sequential Cu(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition/Aromatization

Journal

ORGANIC LETTERS
Volume 14, Issue 24, Pages 6230-6233

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol302987h

Keywords

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Funding

  1. 973 Program [2011CB808600]
  2. NSFC [21172176]
  3. Large-scale Instrument And Equipment Sharing Foundation of Wuhan University
  4. [NCET-10-0649]
  5. [IRT1030]

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Facile access to enantioenriched isoindolines bearing a quaternary stereogenic center and a tertiary stereogenic center was successfully developed via highly efficient Cu(I)/(S,Rp)-PPFOMe-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylide with quinone derivatives followed by silica-gel-promoted aromatization in a one-pot reaction protocol. The present catalytic system exhibited high diastereoselectivity, excellent enantioselectivity, and a broad substrate scope under mild conditions.

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