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

被引:94
作者
Fringuelli, F [1 ]
Pizzo, F [1 ]
Vaccaro, L [1 ]
机构
[1] Univ Perugia, Dipartimento Chim, I-06123 Perugia, Italy
关键词
D O I
10.1021/jo010373y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Classical Lewis acids such as AlCl3, TiCl4, and SnCl4, believed to be unusable as catalysts in aqueous medium, efficiently catalyzed regio- and stereoselective 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 constant.
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页码:4719 / 4722
页数:4
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