Cu-catalyzed N-arylation of oxazolidinones:: An efficient synthesis of the k-opioid receptor agonist CJ-15161

被引:35
作者
Ghosh, A [1 ]
Sieser, JE [1 ]
Caron, S [1 ]
Couturier, M [1 ]
Dupont-Gaudet, K [1 ]
Girardin, M [1 ]
机构
[1] Pfizer Inc, Global Res & Dev, Chem Res & Dev, Groton, CT 06340 USA
关键词
D O I
10.1021/jo052060z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of a bidentate ligand is reported. The conditions allow the use of copper and can be used to prepare enantiopure N-aryl β-amino alcohols. A short, scalable synthesis of CJ-15,161 is also reported. The required amines were obtained from the precursor α-amino acids or, more conveniently, from the corresponding 1,2-amino alcohols. © 2006 American Chemical Society.
引用
收藏
页码:1258 / 1261
页数:4
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