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Issue 37, 2017
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An asymmetric vinylogous Mukaiyama–Michael reaction of α,β-unsaturated 2-acyl imidazoles catalyzed by chiral Sc(III)– or Er(III)–pybox complexes

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Abstract

A highly diastereo- and enantioselective vinylogous Mukaiyama–Michael reaction of silyloxyfurans with α,β-unsaturated 2-acyl imidazoles catalyzed by either chiral Sc(III) or Er(III) complexes of a pybox ligand has been reported. The enantioenriched γ-butenolides formed in the reaction were further transformed into highly functionalized γ-lactones found as important structural frameworks in a wide range of biologically active natural products.

Graphical abstract: An asymmetric vinylogous Mukaiyama–Michael reaction of α,β-unsaturated 2-acyl imidazoles catalyzed by chiral Sc(iii)– or Er(iii)–pybox complexes

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Publication details

The article was received on 08 Mar 2017, accepted on 13 Apr 2017 and first published on 13 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC01763D
Citation: Chem. Commun., 2017,53, 5143-5146
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    An asymmetric vinylogous Mukaiyama–Michael reaction of α,β-unsaturated 2-acyl imidazoles catalyzed by chiral Sc(III)– or Er(III)–pybox complexes

    S. Rout, A. Das and V. K. Singh, Chem. Commun., 2017, 53, 5143
    DOI: 10.1039/C7CC01763D

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