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Synfacts 2007(11): 1198-1198  
DOI: 10.1055/s-2007-991227
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Isopropoxide Protection of Aryl Boronates in the Metal-Halogen Exchange

Contributor(s): Paul Knochel, Tobias Thaler
Q. Jiang, M. Ryan, P. Zhichkin*
AMRI, Albany, USA
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Publikationsverlauf

Publikationsdatum:
23. Oktober 2007 (online)

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Significance

An in situ isopropoxide protection of pinacolyl borates is reported in this article. The isopropoxide shields the borate moiety from nucleophilic attacks of aggressive organolithium reagents. Thus, halogen-lithium exchange can be performed on these substrates leading to functionalized aryl and heteroaryl boronates.