An anthranilamide-substituted borane [H-B(aam)]: its stability and application to iridium-catalyzed stereoselective hydroboration of alkynesElectronic supplementary information (ESI) available: Experimental procedures and characterization data. See DOI: 10.1039/c9cc02002k

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 cat...

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Main Authors: Yoshida, Hiroto, Kimura, Miki, Tanaka, Hideya, Murashige, Yuya, Kageyuki, Ikuo, Osaka, Itaru
Format: Article
Language:English
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Summary: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. A robust borane [H-B(aam)] was synthesized and used for Ir-catalyzed stereoselective hydroboration of terminal alkynes.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc02002k