Asymmetric Michael
reaction of α-CF3 thioester
and α,β-unsaturated aldehyde is catalyzed by diphenylprolinol
silyl ether to afford the trifluoromethyl substituted Michael product
with excellent enantioselectivity. Although the Michael products were
generated as a mixture of syn- and anti-isomers, they can be transformed
to single isomers of other useful compounds, such as lactone, lactam,
piperidine, dihydropyran containing trifluoromethyl groups, or fluoro
substituents.
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