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A new trifluoromethylated sulfonamide phosphine ligand for Ag(I)-catalyzed enantioselective [3 + 2] cycloaddition of azomethine ylides

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Abstract

A newly developed Ming-Phos ligand with a 3,5-bis(trifluoromethyl)phenyl substituent was demonstrated to be highly efficient for Ag-catalyzed asymmetric [3 + 2] cycloaddition reactions of azomethine ylides with maleimides, cyclopentene-1,3-diones, and N-(2-t-butylphenyl)maleimide. Being easily prepared on the gram scale in one step, the ligand in combination with a Ag catalyst enables the synthesis of a variety of highly functionalized bicyclic pyrrolidine derivatives in good yields and excellent enantioselectivities under mild conditions.

Graphical abstract: A new trifluoromethylated sulfonamide phosphine ligand for Ag(i)-catalyzed enantioselective [3 + 2] cycloaddition of azomethine ylides

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Publication details

The article was received on 23 Nov 2018, accepted on 18 Dec 2018 and first published on 20 Dec 2018


Article type: Paper
DOI: 10.1039/C8OB02922A
Citation: Org. Biomol. Chem., 2019, Advance Article
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    A new trifluoromethylated sulfonamide phosphine ligand for Ag(I)-catalyzed enantioselective [3 + 2] cycloaddition of azomethine ylides

    Y. Wu, B. Xu, B. Liu, Z. Zhang and Y. Liu, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02922A

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