The Catalytic Asymmetric α-Benzylation of Aldehydes

List, Benjamin; Čorić, Ilija; Grygorenco, Oleksandr O.; Kaib, Philip S. J.; Komarov, Igor; Lee, Anna; Leutzsch, Markus; Pan, Subhas Chandra; Tymtsunik, Andrey V.; van Gemmeren, Manuel

doi:10.1002/anie.201306037

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The Catalytic Asymmetric α-Benzylation of Aldehydes

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

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

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Kaib, Philip S. J.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons58741

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

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

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Pan, Subhas Chandra
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons58786

van Gemmeren, Manuel
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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引用

List, B., Čorić, I., Grygorenco, O. O., Kaib, P. S. J., Komarov, I., Lee, A., Leutzsch, M., Pan, S. C., Tymtsunik, A. V., & van Gemmeren, M. (2014). The Catalytic Asymmetric α-Benzylation of Aldehydes. Angewandte Chemie International Edition, 53(1), 282-285. doi:10.1002/anie.201306037.

引用: https://hdl.handle.net/11858/00-001M-0000-0015-193F-9

要旨

The first aminocatalyzed α-alkylation of α-branched aldehydes with benzyl bromides as alkylating agents has been developed. Using a sterically demanding proline derived catalyst, racemic α-branched aldehydes are reacted with alkylating agents in a DYKAT process to give the corresponding α-alkylated aldehydes with quaternary stereogenic centers in good yields and high enantioselectivities.