Direct Asymmetric α-Allylation of Aldehydes with Simple Allylic Alcohols 
Enabled by the Concerted Action of Three Different Catalysts

Jiang, Gaoxi; List, Benjamin

doi:10.1002/anie.201103263

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Direct Asymmetric α-Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts

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Jiang, Gaoxi
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

Jiang, G., & List, B. (2011). Direct Asymmetric α-Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts. Angewandte Chemie International Edition, 50(40), 9471-9474. doi:10.1002/anie.201103263.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8C13-7

Abstract

Triple catalysis: The title reaction between α‐branched aldehydes and allylic alcohols, which generates all‐carbon quaternary stereogenic centers, constitutes the first asymmetric Tsuji–Trost‐type α‐allylation of carbonyl compounds with allylic alcohol (see scheme). This reaction is catalyzed by three different species, [Pd(PPh₃)₄], the chiral Brønsted acid TRIP, and benzhydryl amine.