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4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane: a superior 2-carbon building block for vinylboronate Heck couplings

4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane is a superior reagent in terms of stability and reactivity in comparison to the vinylboronate pinacol ester, giving improved selectivity for Heck versus Suzuki coupling with both aryl iodides and bromides, and being easier to prepare and store. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 2003-10, Vol.44 (41), p.7645-7648
Main Authors: Lightfoot, Andrew P., Maw, Graham, Thirsk, Carl, Twiddle, Steven J.R., Whiting, Andrew
Format: Article
Language:English
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Summary:4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane is a superior reagent in terms of stability and reactivity in comparison to the vinylboronate pinacol ester, giving improved selectivity for Heck versus Suzuki coupling with both aryl iodides and bromides, and being easier to prepare and store. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2003.08.032