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Issue 9, 2015
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P-stereogenic PNP pincer-Pd catalyzed intramolecular hydroamination of amino-1,3-dienes

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Abstract

A new P-stereogenic PNP pincer-Pd complex was readily prepared from optically pure 2,6-bis[(boranato(tert-butyl)methylphosphino)methyl]pyridine. It was used in the asymmetric intramolecular hydroamination of amino-1,3-dienes, with the desired products being obtained in good yields and with excellent regioselectivities and up to moderate enantioselectivities. The absolute configuration of one of the hydroamination products was determined by X-ray crystallography studies. This simple and efficient procedure can be used for the synthesis of allyl-type chiral pyrrolidine derivatives.

Graphical abstract: P-stereogenic PNP pincer-Pd catalyzed intramolecular hydroamination of amino-1,3-dienes

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Publication details

The article was received on 14 Nov 2014, accepted on 04 Jan 2015 and first published on 05 Jan 2015


Article type: Paper
DOI: 10.1039/C4OB02402H
Citation: Org. Biomol. Chem., 2015,13, 2694-2702
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    P-stereogenic PNP pincer-Pd catalyzed intramolecular hydroamination of amino-1,3-dienes

    Z. Yang, C. Xia, D. Liu, Y. Liu, M. Sugiya, T. Imamoto and W. Zhang, Org. Biomol. Chem., 2015, 13, 2694
    DOI: 10.1039/C4OB02402H

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