Lewis-acid catalyzed organic reactions in water. The case of AlCl3, TiCl4,and SnCl4 believed to be unusable in aqueous medium

Authors
Fringuelli, F Pizzo, F Vaccaro, L
Citation
F. Fringuelli et al., Lewis-acid catalyzed organic reactions in water. The case of AlCl3, TiCl4,and SnCl4 believed to be unusable in aqueous medium, J ORG CHEM, 66(13), 2001, pp. 4719-4722
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
13
Year of publication
2001
Pages
4719 - 4722
Database
ISI
SICI code
0022-3263(20010629)66:13<4719:LCORIW>2.0.ZU;2-0
Abstract
Classical Lewis acids such as AlCl3, TiCl4, and SnCl4, believed to be unusa ble as catalysts in aqueous medium, efficiently catalyzed regio- and stereo selective azidolysis and iodolysis of alpha,beta -epoxycarboxylic acids in water at pH 4.0 and 1.5, respectively. The concept of water-tolerant metal- salt is reexamined in direct relationship to the aqua ion hydrolysis consta nt.