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An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

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Abstract

A new anthranilamide-substituted borane [H–B(aam)] was synthesized and found to serve as a stable, easy-to-handle substitute for H–B(pin). It was applied to the direct synthesis of diverse linear (E)-alkenyl–B(aam)s via regio- and stereoselective hydroboration of terminal alkynes under iridium catalysis. A boryliridium hydride complex arising from the oxidative addition of H–B(aam) to the Ir catalyst was isolated and characterized via NMR studies.

Graphical abstract: An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

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Publication details

The article was received on 12 Mar 2019, accepted on 02 Apr 2019 and first published on 02 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02002K
Citation: Chem. Commun., 2019, Advance Article

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    An anthranilamide-substituted borane [H–B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynes

    H. Yoshida, M. Kimura, H. Tanaka, Y. Murashige, I. Kageyuki and I. Osaka, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC02002K

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