Unveiling the role of boroxines in metal-free carbon-carbon homologations using diazo compounds and boronic acids.

Autor:	Bomio C; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Kabeshov MA; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Lit AR; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Lau SH; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Ehlert J; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Battilocchio C; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk., Ley SV; Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB21EW , UK . Email: svl1000@cam.ac.uk ; http://www.leygroup.ch.cam.ac.uk.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2017 Sep 01; Vol. 8 (9), pp. 6071-6075. Date of Electronic Publication: 2017 Jun 15.
DOI:	10.1039/c7sc02264f
Abstrakt:	By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon-carbon homologation of aryl and vinyl boroxines using TMSCHN 2 , giving access to TMS-pinacol boronic ester products, was developed.
Databáze:	MEDLINE
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