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A Branched Domino Reaction: Asymmetric Organocatalytic Two-Component Four-Step Synthesis of Polyfunctionalized Cyclohexene Derivatives


  • We thank the BASF SE and the former Degussa AG for the donation of chemicals. Dr. X. Zeng thanks the Alexander von Humboldt Foundation for a postdoctoral fellowship.


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Take two: By employing two equivalents of an aldehyde in an asymmetric organocatalytic domino reaction, the nucleophilic enamine intermediate is also converted into the corresponding iminium species through oxidation with o-iodoxybenzoic acid. Thus, polyfunctionalized cyclohexene derivatives are formed from two simple starting materials in good yields and stereoselectivities (see scheme; Bn=benzyl, EWG=electron-withdrawing group).

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