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Kinetic resolution via supramolecular iminium catalysis: multiactivation enables the asymmetric synthesis of β-aryl substituted aldehydes and densely functionalized cyclohexanes.

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The kinetic resolution of β-aryl substituted 1,7-dioxo compounds with α,β-unsaturated aldehydes affording enantioenriched β-aryl substituted aldehydes as well as densely functionalized cyclohexanes is presented. The two enantioenriched products were obtained… Click to show full abstract

The kinetic resolution of β-aryl substituted 1,7-dioxo compounds with α,β-unsaturated aldehydes affording enantioenriched β-aryl substituted aldehydes as well as densely functionalized cyclohexanes is presented. The two enantioenriched products were obtained in reasonable yields with high diastereo- and enantioselectivities under supramolecular iminium catalysis which activates both the substrates and the reactive intermediates.

Keywords: aryl substituted; functionalized cyclohexanes; kinetic resolution; densely functionalized; supramolecular iminium; substituted aldehydes

Journal Title: Chemical communications
Year Published: 2017

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