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Bromo-boronolactonization of olefins
J R Falck1, M Bondlela, S K Venkataraman
1Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, Texas 75390-9038, USA. j.flack@utsouthwestern.edu
The Journal of Organic Chemistry
|October 13, 2001
Abstract:
Exposure of a variety of mono- and disubstituted ortho-alkenylarylboronic acids to NBS in THF/H(2)O under neutral conditions affords bromo-boronolactones, in some instances, with exceptional regiocontrol. The adducts, analogous to those formed by carboxylic acids, are shown to be useful synthetic intermediates.