Bromo-boronolactonization of olefins

Citation
Jr. Falck et al., Bromo-boronolactonization of olefins, J ORG CHEM, 66(21), 2001, pp. 7148-7150
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
21
Year of publication
2001
Pages
7148 - 7150
Database
ISI
SICI code
0022-3263(20011019)66:21<7148:BOO>2.0.ZU;2-X
Abstract
Exposure of a variety of mono- and disubstituted ortho-alkenylarylboronic a cids to NBS in THF/ H2O under neutral conditions affords bromo-boronolacton es, in some instances, with exceptional regiocontrol. The adducts, analogou s to those formed by carboxylic acids, are shown to be useful synthetic int ermediates.