Chiral Phosphoric Acid-Catalyzed Oxidative Kinetic Resolution of Indolines Based on Transfer Hydrogenation to Imines

被引:112
作者
Saito, Kodai [1 ]
Shibata, Yukihiro [2 ,3 ]
Yamanaka, Masahiro [2 ,3 ]
Akiyama, Takahiko [1 ]
机构
[1] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
[2] Rikkyo Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718501, Japan
[3] Rikkyo Univ, Fac Sci, Res Ctr Smart Mol, Toshima Ku, Tokyo 1718501, Japan
关键词
BETA-HYDROXY AMINES; FRIEDEL-CRAFTS REACTIONS; ASYMMETRIC HYDROGENATION; SECONDARY ALCOHOLS; REDUCTIVE AMINATION; MOLECULAR-OXYGEN; BENZOTHIAZOLINE; ENANTIOSELECTIVITY; DFT; MECHANISM;
D O I
10.1021/ja406004q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The oxidative kinetic resolution of 2-substituted indoline derivatives was achieved by hydrogen transfer to imines by means of a chiral phosphoric acid catalyst. The oxidative kinetic resolution was applicable to racemic alkyl- or aryl-substituted indolines, and the remaining indolines were obtained in good yields with excellent enantioselectivities.
引用
收藏
页码:11740 / 11743
页数:4
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