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Issue 22, 2017
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Pd(0)-Catalysed asymmetric reductive Heck-type cyclization of (Z)-1-iodo-1,6-dienes and enantioselective synthesis of quaternary tetrahydropyridines

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Abstract

A Pd(0)/(S)-p-MeO-BnPHOX catalytic system has been established for the asymmetric reductive Heck reaction of (Z)-1-iodo-1,6-dienes, which affords quaternary tetrahydropyridines with good to excellent enantioselectivities. This reaction tolerates a wide range of substituted alkene moieties, including 1,1-disubstituted, 1,1,2-trisubstituted as well as 1,2-disubstituted alkenes.

Graphical abstract: Pd(0)-Catalysed asymmetric reductive Heck-type cyclization of (Z)-1-iodo-1,6-dienes and enantioselective synthesis of quaternary tetrahydropyridines

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Publication details

The article was received on 28 Mar 2017, accepted on 11 Apr 2017 and first published on 12 Apr 2017


Article type: Communication
DOI: 10.1039/C7OB00762K
Citation: Org. Biomol. Chem., 2017,15, 4803-4806
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    Pd(0)-Catalysed asymmetric reductive Heck-type cyclization of (Z)-1-iodo-1,6-dienes and enantioselective synthesis of quaternary tetrahydropyridines

    L. Hou, Y. Yuan and X. Tong, Org. Biomol. Chem., 2017, 15, 4803
    DOI: 10.1039/C7OB00762K

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