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Dual Secondary Amine/N‐Heterocyclic Carbene Catalysis in the Asymmetric Michael/Cross‐Benzoin Cascade Reaction of β‐Oxo Sulfones with Enals

European Journal of Organic ChemistryPublished 15 June 2011
Dieter Enders, André Grossmann, He Huang, Gerhard Raabe
Citations83
SJR quartileQ2
SJR score0.56
SNIP0.59

Abstract

Abstract Polyfuncionalized cyclopentanones with three contiguous stereogenic centers were formed in good to excellent yields and stereoselectivities by utilizing a secondary amine/N‐heterocyclic carbene catalytic system in the reaction of β‐oxo sulfones with unsaturated aldehydes. In addition, the influence of the catalysts on the diastereoselectivity of the final product was studied by 1 H NMR spectroscopy.

Keywords

Chemistry