1,3-Carboboration of iodonium ylides

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...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-03, Vol.56 (22), p.3345-3348
Hauptverfasser: Gazis, Theodore A, Mohajeri Thaker, Bayan A. J, Willcox, Darren, Ould, Darren M. C, Wenz, Jan, Rawson, Jeremy M, Hill, Michael S, Wirth, Thomas, Melen, Rebecca L
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Sprache:eng
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Zusammenfassung: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. Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08749d