Catalytic Asymmetric Epoxidation of α-Branched Enals

Lifchits, Olga; Reisinger, Corinna M.; List, Benjamin

doi:10.1021/ja1037935

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Catalytic Asymmetric Epoxidation of α-Branched Enals

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Lifchits, Olga
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Reisinger, Corinna M.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Lifchits, O., Reisinger, C. M., & List, B. (2010). Catalytic Asymmetric Epoxidation of α-Branched Enals. Journal of the American Chemical Society, 132(30), 10227-10229. doi:10.1021/ja1037935.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8DB5-A

Abstract

An asymmetric catalytic epoxidation of α-branched, α,β-unsaturated aldehydes is presented. A highly synergistic combination of a primary cinchona-based amine and a chiral phosphoric acid was found to promote the reaction with excellent enantiocontrol for α-monosubstituted and α,β-disubstituted enals.