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Issue 27, 2017
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Ni-Catalyzed regio- and stereoselective addition of arylboronic acids to terminal alkynes with a directing group tether

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Abstract

Addition of arylboronic acids to directing group tethered acetylenes in a regio and stereoselective manner using an inexpensive catalytic system is achieved for the first time to access highly sought after allyl/homoallyl alcohol/amine units. The apparent vinylnickel intermediate was successfully trapped by the Michael electrophiles to get defined tri- and tetra-substituted olefins. An interesting selectivity switch was observed with internal alkynes.

Graphical abstract: Ni-Catalyzed regio- and stereoselective addition of arylboronic acids to terminal alkynes with a directing group tether

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Publication details

The article was received on 27 Dec 2016, accepted on 06 Mar 2017 and first published on 20 Mar 2017


Article type: Communication
DOI: 10.1039/C6CC10256E
Citation: Chem. Commun., 2017,53, 3894-3897
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    Ni-Catalyzed regio- and stereoselective addition of arylboronic acids to terminal alkynes with a directing group tether

    M. Hari Babu, G. Ranjith Kumar, R. Kant and M. Sridhar Reddy, Chem. Commun., 2017, 53, 3894
    DOI: 10.1039/C6CC10256E

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