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1,3-Carboboration of Iodonium Ylides

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 lead 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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Article information


Submitted
08 Nov 2019
Accepted
11 Dec 2019
First published
14 Feb 2020

This article is Open Access

Chem. Commun., 2019, Accepted Manuscript
Article type
Communication

1,3-Carboboration of Iodonium Ylides

T. Gazis, B. Mohajeri Thaker, D. Willcox, D. Ould, J. Wenz, J. M. Rawson, M. Hill, T. Wirth and R. Melen, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC08749D

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