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Counterion-Enhanced Pd/Enamine Catalysis: Direct Asymmetric α-Allylation of Aldehydes with Allylic Alcohols by Chiral Amines and Achiral or Racemic Phosphoric Acids

Ádám Márk Pálvölgyi, Jakob Smith, Michael Schnürch and Katharina Bica-Schröder*

*Institute of Applied Synthetic Chemistry, TU Wien, Getreidemarkt 9/163, A-1060 Vienna, Austria, Email: katharina.schroedertuwien.ac.at

Á. M. Pálvölgyi, J. Smith, M. Schnürch, K. Bica-Schröder, J. Org. Chem., 2021, 86, 850-860.

DOI: 10.1021/acs.joc.0c02385


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Abstract

A straightforward and efficient Pd/enamine catalytic procedure enables the direct asymmetric α-allylation of branched aldehydes with different allylic alcohols in the presence of a simple chiral amine and an easily prepared achiral or racemic phosphoric acid.

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proposed mechanism



Key Words

allylation of carbonyl compounds


ID: J42-Y2021