Copper/guanidine-catalyzed asymmetric alkynylation of isatin-derived ketimines†
Quangang
Chen, 
a
Lihua
Xie,
a
Zhaojing
Li,
a
Yu
Tang,
a
Peng
Zhao,
a
Lili
Lin,
a
Xiaoming
Feng
a
and
Xiaohua
Liu
*a
a
Lihua
Xie,
a
Zhaojing
Li,
a
Yu
Tang,
a
Peng
Zhao,
a
Lili
Lin,
a
Xiaoming
Feng
a
and
Xiaohua
Liu
*a
Abstract
Isatin-derived ketimines undergo enantioselective alkynylation reactions in the presence of copper iodide and easily accessible guanidine-amides. The corresponding 3-alkynyl-3-aminooxyindoles are obtained in up to 95% yield and 96% ee. The guanidine plays a role in the formation of copper acetylide and the enantiodetermining step and the basic additive is excluded.
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