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
Further Information

Publication History

Publication Date:
23 October 2007 (online)

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.