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Enantioselective Palladium‐Catalyzed CH Functionalization of Indoles Using an Axially Chiral 2,2′‐Bipyridine Ligand
Author(s) -
Gao Xiang,
Wu Bo,
Huang WenXue,
Chen MuWang,
Zhou YongGui
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201504483
Subject(s) - enantioselective synthesis , palladium , chemistry , bipyridine , carbene , catalysis , axial chirality , combinatorial chemistry , surface modification , ligand (biochemistry) , chirality (physics) , aryl , organic chemistry , crystal structure , receptor , biochemistry , nambu–jona lasinio model , chiral symmetry breaking , physics , alkyl , quantum mechanics , quark
A palladium‐catalyzed enantioselective CH functionalization of indoles was achieved with an axially chiral 2,2′‐bipyridine ligand, thus providing the desired indol‐3‐acetate derivatives with up to 98 % ee . Moreover, the reaction protocol was also effective for asymmetric OH insertion reaction of phenols using α‐aryl‐α‐diazoacetates. This represents the first successful application of bipyridine ligands with axial chirality in palladium‐catalyzed carbene migratory insertion reactions.