Selective Activation of Enantiotopic C(sp3)-Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives

被引:231
作者
Mori, Keiji [1 ]
Ehara, Kensuke [1 ]
Kurihara, Kazuki [1 ]
Akiyama, Takahiko [1 ]
机构
[1] Gakushuin Univ, Dept Chem, Fac Sci, Toshima Ku, Tokyo 1718588, Japan
基金
日本学术振兴会;
关键词
H BOND FUNCTIONALIZATION; RING-CLOSURE REACTIONS; HETEROCYCLIC SYNTHESIS; STEREOCHEMICAL ASPECTS; ALKYLATION REACTIONS; ALPHA-CYCLIZATION; TERTIARY-AMINES; ALKYNYL ETHERS; IN-SITU; MEMORY;
D O I
10.1021/ja2014955
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).
引用
收藏
页码:6166 / 6169
页数:4
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