Premium
Cationic Ir/Me‐BIPAM‐Catalyzed Asymmetric Intramolecular Direct Hydroarylation of α‐Ketoamides
Author(s) -
Shirai Tomohiko,
Ito Hajime,
Yamamoto Yasunori
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201400147
Subject(s) - phosphoramidite , iridium , cationic polymerization , intramolecular force , regioselectivity , chemistry , catalysis , denticity , enantioselective synthesis , medicinal chemistry , stereochemistry , combinatorial chemistry , polymer chemistry , organic chemistry , crystal structure , dna , biochemistry , oligonucleotide
Asymmetric intramolecular direct hydroarylation of α‐ketoamides gives various types of optically active 3‐substituted 3‐hydroxy‐2‐oxindoles in high yields with complete regioselectivity and high enantioselectivities (84–98 % ee ). This is realized by the use of the cationic iridium complex [Ir(cod) 2 ](BAr F 4 ) and the chiral O ‐linked bidentate phosphoramidite ( R , R )‐Me‐BIPAM.