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Allyl‐Palladium‐Catalyzed α,β‐Dehydrogenation of Carboxylic Acids via Enediolates
Author(s) -
Zhao Yizhou,
Chen Yifeng,
Newhouse Timothy R.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201706893
Subject(s) - dehydrogenation , decarboxylation , palladium , catalysis , derivatization , chemistry , organic chemistry , base (topology) , combinatorial chemistry , mathematics , high performance liquid chromatography , mathematical analysis
A highly practical and step‐economic α,β‐dehydrogenation of carboxylic acids via enediolates is reported through the use of allyl‐palladium catalysis. Dianions underwent smooth dehydrogenation when generated using Zn(TMP) 2 ⋅2 LiCl as a base in the presence of excess ZnCl 2 , thus avoiding the typical decarboxylation pathway of these substrates. Direct access to 2‐enoic acids allows derivatization by numerous approaches.