A ruthenium-catalyzed asymmetric
hydrogenation method for the synthesis
of functionalized β-aryl cyclohexanols is described. With chiral
spiro ruthenium catalyst (R
a,S,S)-5c, a series of racemic α-aryl
cyclohexanones bearing a β-monoethylene ketal group were hydrogenated
to the corresponding functionalized β-aryl cyclohexanols in
high yields with enantioselectivity of up to 99% ee via a dynamic
kinetic resolution. This protocol can be conducted on a decagram scale
and provide potential approaches for the synthesis of optically active
and densely functionalized aryl cyclohexanols.
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