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Stereospecific Palladium‐Catalyzed Decarboxylative C(sp 3 )C(sp 2 ) Coupling of 2,5‐Cyclohexadiene‐1‐carboxylic Acid Derivatives with Aryl Iodides
Author(s) -
Chou ChihMing,
Chatterjee Indranil,
Studer Armido
Publication year - 2011
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.201103450
Subject(s) - stereospecificity , palladium , decarboxylation , catalysis , aryl , chemistry , organic chemistry , medicinal chemistry , combinatorial chemistry , alkyl
Walk on the same side! The title reaction occurs by means of highly stereospecific 1,3‐metal migration. The starting carboxylic acids are readily prepared by Birch reduction, and the developed protocol provides an efficient route to enantiomerically pure 5‐arylated‐1,3‐cyclohexadiene derivatives (see scheme).