S. Kobayashi et al., SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) AS A NOVEL REUSABLE LEWIS-ACID CATALYST IN ALDOL AND MICHAEL REACTIONS, Synlett, (7), 1993, pp. 472-474
In the presence of a catalytic amount of scandium trifluoromethanesulf
onate (Sc(OTf)3), aldol and Michael reactions of silyl enolates with a
ldehydes, acetals, and alpha,beta-unsaturated ketones proceed smoothly
to give the corresponding adducts in high yields. The catalyst can be
recovered and reused, and is available in both organic and aqueous so
lvents. Aqueous formaldehyde and chloroacetaldehyde solution react dir
ectly with a silyl enolate to afford the corresponding aldol adducts i
n good yields, respectively.