1,3-Carboboration of iodonium ylides

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Abstract

Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

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Gazis, T. A., Mohajeri Thaker, B. A. J., Willcox, D., Ould, D. M. C., Wenz, J., Rawson, J. M., … Melen, R. L. (2020). 1,3-Carboboration of iodonium ylides. Chemical Communications, 56(22), 3345–3348. https://doi.org/10.1039/c9cc08749d

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