Iridium-catalyzed asymmetric [3+2] annulation of aromatic ketimines with alkynes via C-H activation: unexpected inversion of the enantioselectivity induced by protic acids

被引:58
作者
Nagamoto, Midori [1 ]
Yamauchi, Daisuke [1 ]
Nishimura, Takahiro [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
关键词
N-SULFONYL KETIMINES; BOND ACTIVATION; KETONES; EFFICIENT; FUNCTIONALIZATION; CYCLIZATION; 1,3-DIENES; IMINES; CARBOCYCLIZATION; HYDROGENATION;
D O I
10.1039/c6cc01398h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A cationic iridium/binap catalyst enabled the asymmetric [3+2] annulation of cyclic N-acyl ketimines with internal alkynes via C-H activation to give spiroaminoindene derivatives with high enantioselectivity. The stereochemical course of this annulation was switchable by acid additives.
引用
收藏
页码:5876 / 5879
页数:4
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