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Issue 95, 2019
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Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

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Abstract

A unique 1,3-dipolar [3+2] cycloaddition of alkyl 4-oxo-4-arylbut-2-enoates bearing two different electron-withdrawing groups was completed by using the silver/(R)-DTBM-Segphos catalyst system, which gives the corresponding fully substituted pyrrolidines with four stereogenic centers in good yields and with excellent enantioselectivities (up to 98% ee).

Graphical abstract: Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

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Publication details

The article was received on 02 Oct 2019, accepted on 05 Nov 2019 and first published on 05 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC07738C
Chem. Commun., 2019,55, 14363-14366

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    Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

    S. Wu, N. Li, G. Yin, Z. Xu, F. Ye, L. Li, Y. Cui and L. Xu, Chem. Commun., 2019, 55, 14363
    DOI: 10.1039/C9CC07738C

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