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

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 of catalytic asymmetric aldol reactions in water using copper bis(dodecyl sulfate) and a chiral bis(oxazoline) ligand.