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Visible-Light-Induced, Metal-Free Carbene Insertion into B-H Bonds between Acylsilanes and Pinacolborane

Jian-Heng Ye, Linda Quach, Tiffany Paulisch and Frank Glorius*

*Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany, Email: gloriusuni-muenster.de

J.-H. Ye, L. Quach, T. Paulisch, F. Glorius, J. Am. Chem. Soc., 2019, 141, 16227-16231.

DOI: 10.1021/jacs.9b08960


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Abstract

Visible-light-induced B-H insertions of HBpin with acylsilanes proceed in an atom-economical, metal-free, and operationally simple way with broad substrate scope under mild reaction conditions, to provide important α-alkoxyorganoboronate esters in quantitative yields.

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Key Words

borylation, α-hydroxyboronates, photochemistry


ID: J48-Y2019