Synthetic reactions using organometallics in water. Aldol and allylation reactions catalyzed by Lewis acid-surfactant-combined catalysts/Bronsted acids systems

被引:44
作者
Manabe, K [1 ]
Mori, Y [1 ]
Nagayama, S [1 ]
Odashima, K [1 ]
Kobayashi, S [1 ]
机构
[1] Univ Tokyo, Japan Sci & Technol Corp, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
Lewis acids; Bronsted acids; surfactant; aldol reaction; organometallics; asymmetric reaction;
D O I
10.1016/S0020-1693(99)00354-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Aldol reactions of aldehydes with silyl enolates and allylation reactions with tetraallyltin have been successfully carried out using Lewis acid-surfactant-combined catalysts/Bronsted acids systems. Remarkable enhancement of reactivity by a Bronsted acid such as HCl was observed in these reactions in the presence of a Lewis acid-surfactant-combined catalyst such as scandium tris(dodecyl sulfate) or scandium trisdodecanesulfonate in water. The addition of Bronsted acids was also effective for catalytic asymmetric aldol reactions in water using copper bis(dodecyl sulfate) and a chiral bis(oxazoline) ligand. (C) 1999 Elsevier Science S.A. All rights reserved.
引用
收藏
页码:158 / 163
页数:6
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