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

doi:10.3390/molecules17056170

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

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

Takayoshi Arai * and Yuta Ogino

+ Authors' affiliation

Received: 27 April 2012; in revised form: 18 May 2012 / Accepted: 21 May 2012 / Published: 24 May 2012

(This article belongs to the Special Issue Asymmetric Catalysis)

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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

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MDPI and ACS Style

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.

AMA Style

Arai T, Ogino Y. Chiral Bis(Imidazolidine)Pyridine-Cu Complex-Catalyzed Enantioselective [3+2]-Cycloaddition of Azomethine Imines with Propiolates. Molecules. 2012; 17(5):6170-6178.

Chicago/Turabian Style

Arai, Takayoshi; Ogino, Yuta. 2012. "Chiral Bis(Imidazolidine)Pyridine-Cu Complex-Catalyzed Enantioselective [3+2]-Cycloaddition of Azomethine Imines with Propiolates." Molecules 17, no. 5: 6170-6178.

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