Premium
Chiral N,N Ligands Enabling Palladium‐Catalyzed Enantioselective Intramolecular Heck–Matsuda Carbonylation Reactions by Sequential Migratory and CO Insertions
Author(s) -
Carmona Rafaela C.,
Köster Otto D.,
Correia Carlos Roque Duarte
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201805831
Subject(s) - enantioselective synthesis , carbonylation , intramolecular force , palladium , chemistry , heck reaction , catalysis , migratory insertion , ligand (biochemistry) , enantiomer , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , receptor , carbon monoxide , biochemistry
Unprecedented enantioselective intramolecular Heck carbonylation reactions of arenediazonium salts were enabled by a chiral N,N ligand. This reaction constitutes the first enantioselective Heck carbonylation that proceeds through migratory insertion followed by CO insertion. The enantioenriched functionalized dihydrobenzofurans were obtained in good to high yields and enantiomeric ratios of up to 98:2 under mild and operationally simple reaction conditions.