S. Kobayashi et al., LEWIS-ACID CATALYSIS IN AQUEOUS-MEDIA - COPPER(II)-CATALYZED ALDOL AND ALLYLATION REACTIONS IN A WATER-ETHANOL-TOLUENE SOLUTION, Chemistry Letters, (9), 1997, pp. 959-960
Cu(OTf)(2) was found to be a stable Lewis acid in aqueous media and to
activate carbonyl compounds effectively. Aldol reactions of silyl eno
l ethers with aldehydes and allylation reactions of tetraallyltin with
carbonyl compounds proceeded smoothly in aqueous media, to afford the
corresponding adducts in high yields. In addition, the catalyst could
be easily recovered quantitatively after the reaction was completed a
nd could be reused.