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The Catalytic Asymmetric α-Benzylation of Aldehydes

MPS-Authors
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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;

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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;

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

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Citation

List, B., Čorić, I., Grygorenco, O. O., Kaib, P. S. J., Komarov, I., Lee, A., et al. (2014). The Catalytic Asymmetric α-Benzylation of Aldehydes. Angewandte Chemie International Edition, 53(1), 282-285. doi:10.1002/anie.201306037.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0015-193F-9
Abstract
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.