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Issue 52, 2014
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Catalytic asymmetric aminolactonization of 1,2-disubstituted alkenoic acid esters: Efficient construction of aminolactones with an all-carbon quaternary stereo-centre

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Abstract

Chiral BOX–Cu(OTf)2 catalyzed enantioselective aminolactonization of the tert-butyl ester of alkenoic acids has been developed via in situ aziridination using PhINNs as the nitrene source. It provides exclusively trans-γ- and δ-amino lactones including an additional all-carbon quaternary stereo-centre with up to 98% ee in good to excellent yields.

Graphical abstract: Catalytic asymmetric aminolactonization of 1,2-disubstituted alkenoic acid esters: Efficient construction of aminolactones with an all-carbon quaternary stereo-centre

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Publication details

The article was received on 16 Mar 2014, accepted on 04 May 2014 and first published on 05 May 2014


Article type: Communication
DOI: 10.1039/C4CC01944J
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2014,50, 6913-6916
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    Catalytic asymmetric aminolactonization of 1,2-disubstituted alkenoic acid esters: Efficient construction of aminolactones with an all-carbon quaternary stereo-centre

    S. Hajra, S. M. S. Akhtar and S. M. Aziz, Chem. Commun., 2014, 50, 6913
    DOI: 10.1039/C4CC01944J

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