Copper/guanidine-catalyzed asymmetric alkynylation of isatin-derived ketimines

Chemical Communications : Chem Comm
Quangang ChenXiaohua Liu

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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Citations

Jul 26, 2019·Organic & Biomolecular Chemistry·Michael FrancJan Veselý
Jan 24, 2020·Chemical Communications : Chem Comm·Sai RuanXiaohua Liu
Jun 10, 2020·Organic & Biomolecular Chemistry·Jasneet KaurSwapandeep Singh Chimni
Apr 30, 2019·Organic & Biomolecular Chemistry·Xi-Yang CuiDasheng Leow
Aug 8, 2020·Chemistry : a European Journal·Dan JiangMin Zhang
Mar 23, 2021·Chemistry : a European Journal·Wenkun YangXiaoming Feng

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Methods Mentioned

BETA
X-ray
NMR

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