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Molecules 2012, 17(5), 6170-6178; doi:10.3390/molecules17056170

Chiral Bis(Imidazolidine)Pyridine-Cu Complex-Catalyzed Enantioselective [3+2]-Cycloaddition of Azomethine Imines with Propiolates

Department of Chemistry, Graduate School of Science, Chiba University, 1-33, Yayoi, Inage, Chiba 263-8522, Japan
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Received: 27 April 2012 / Revised: 18 May 2012 / Accepted: 21 May 2012 / Published: 24 May 2012
(This article belongs to the Special Issue Asymmetric Catalysis)
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Abstract

[3+2] Cycloaddition of azomethine imines with electron-deficient terminal alkynes was smoothly catalyzed by a chiral bis(imidazolidine)pyridine-CuOAc complex to give bicyclic pyrazolo[1,2-a]pyrazolone derivatives with up to 74% ee.
Keywords: pyrazolone; [3+2] cycloaddition; asymmetric synthesis; catalyst; chiral ligand pyrazolone; [3+2] cycloaddition; asymmetric synthesis; catalyst; chiral ligand
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Arai, T.; Ogino, Y. Chiral Bis(Imidazolidine)Pyridine-Cu Complex-Catalyzed Enantioselective [3+2]-Cycloaddition of Azomethine Imines with Propiolates. Molecules 2012, 17, 6170-6178.

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