A practical synthesis of (S)-2-Cyclohexyl-2-phenylglycolic acid via organocatalytic asymmetric construction of a tetrasubstituted carbon center

被引:112
作者
Tokuda, O [1 ]
Kano, T
Gao, WG
Ikemoto, T
Maruoka, K
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
[2] Sumitomo Chem Co Ltd, Fine Chem Res Lab, Nishiyodogawa Ku, Osaka 5550021, Japan
关键词
D O I
10.1021/ol052164w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise and enantioselective synthesis of (S)-2-cyclohexyl-2-phenylglycolic acid as a key intermediate for (S)-oxybutynin is reported. The crucial asymmetric tetrasubstituted carbon center was constructed with excellent stereoselectivity through the proline-catalyzed direct asymmetric aldol reaction between cyclohexanone and ethyl phenylglyoxylate under mild conditions.
引用
收藏
页码:5103 / 5105
页数:3
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