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Siloxycarbene Facilitated C-H Functionalization
Z. Shen, V. M. Dong*
University of Toronto, Canada
23 March 2009 (online)
While insertion of carbenes into activated C-H bonds is a well-documented transformation, diazo precursors required for such a reaction can be difficult to handle. The authors describe the application of the Brook rearrangement in order to obtain siloxycarbene intermediates for an intramolecular benzylic C-H activation. Dihydrobenzofurans are synthesized in good yield and moderate diastereoselectivity.
Review: A. G. Brook Acc. Chem. Res. 1974, 7, 77-84.