Rhodium-Catalyzed Enantioselective Arylation of Aliphatic Imines.
Chiral rhodium(I)-catalyzed highly enantioselective arylation of aliphatic N-sulfonyl aldimines with arylboronic acids has been developed. This transformation is achieved by the use of a rhodium/bis(phosphoramidite) catalyst to give enantiomerically enriched α-branched amines (up to 99 % ee). In addition, this system enables efficient synthesis of (+)-NPS R-568 and Cinacalcet which are calcimimetic agents.
Division of Chemical Process Engineering and Frontier Chemistry Center (FCC), Faculty of Engineering, Hokkaido University, Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido, 060-8628, Japan.
Naoya
N
Kato
Division of Chemical Process Engineering and Frontier Chemistry Center (FCC), Faculty of Engineering, Hokkaido University, Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido, 060-8628, Japan.
Tomohiko
T
Shirai
Division of Chemical Process Engineering and Frontier Chemistry Center (FCC), Faculty of Engineering, Hokkaido University, Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido, 060-8628, Japan. yasuyama@eng.hokudai.ac.jp.
Yasunori
Y
Yamamoto
asymmetric arylation; cationic rhodium; imines; phosphoramidite; α-branched amine