Highly Enantioselective Synthesis of (Diarylmethyl)amines by Rhodium-Catalyzed Arylation of N-Nosylimines Using a Chiral Bicyclo[3.3.0]diene Ligand
Li Wang, Zhi-Qian Wang, Ming-Hua Xu*, Guo-Qiang Lin*
*Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, P. R. of China, Email: xumhmail.shcnc.ac.cn, lingqmail.sioc.ac.cn
L. Wang. Z.-Q. Wang, M.-H. Xu, G.-Q. Lin, Synthesis, 2010, 3263-3264.
DOI: 10.1055/s-0030-1258210
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Abstract
A highly efficient asymmetric arylation of N-nosylimines with arylboronic acids catalyzed by a rhodium-diene complex enables the synthesis of a wide range of enantiopure N-(diarylmethyl)nosylamides, as well as (3S)-2-(4-nosyl)-3-phenylisoindolin-1-one in high yields under very mild conditions.
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Z.-Q. Wang, C.-G. Feng, M.-H. Xu, G.-Q. Lin, J. Am. Chem. Soc., 2007, 129, 5336-5337.
Key Words
asymmetric catalysis, amines, arylations, rhodium, diarylmethylamines
ID: J66-Y2010-2680