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Issue 99, 2013
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Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs

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Abstract

In nucleophilic phosphine catalysis, tertiary phosphines undergo conjugate additions to activated carbon–carbon multiple bonds to form β-phosphonium enolates, β-phosphonium dienolates, β-phosphonium enoates, and vinyl phosphonium ylides as intermediates. When these reactive zwitterionic species react with nucleophiles and electrophiles, they may generate carbo- and heterocycles with multifarious molecular architectures. This article describes the reactivities of these phosphonium zwitterions, the applications of phosphine catalysis in the syntheses of biologically active compounds and natural products, and recent developments in the enantioselective phosphine catalysis.

Graphical abstract: Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs

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Publication details

The article was received on 26 Sep 2013, accepted on 21 Oct 2013 and first published on 22 Oct 2013


Article type: Feature Article
DOI: 10.1039/C3CC47368F
Chem. Commun., 2013,49, 11588-11619

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    Advances in nucleophilic phosphine catalysis of alkenes, allenes, alkynes, and MBHADs

    Y. C. Fan and O. Kwon, Chem. Commun., 2013, 49, 11588
    DOI: 10.1039/C3CC47368F

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