Chiral bis(imidazolidine)pyridine-cu complex-catalyzed enantioselective [3+2]-cycloaddition of azomethine imines with propiolates

Takayoshi Arai; Yuta Ogino

doi:10.3390/molecules17056170

Chiral bis(imidazolidine)pyridine-cu complex-catalyzed enantioselective [3+2]-cycloaddition of azomethine imines with propiolates

Molecules. 2012 May 24;17(5):6170-8. doi: 10.3390/molecules17056170.

Authors

Takayoshi Arai¹, Yuta Ogino

Affiliation

¹ Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan. tarai@faculty.chiba-u.jp

Abstract

[3+2] Cycloaddition of azomethine imines with electron-deficient terminal alkynes was smoothly catalyzed by a chiral bis(imidazolidine)pyridine-CuOAc complex to give bicyclic pyrazolo[1,2-a]pyrazolone derivatives with up to 74% ee.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azo Compounds / chemistry*
Catalysis
Coordination Complexes / chemistry*
Copper / chemistry*
Imidazolidines / chemistry*
Imines / chemistry*
Thiosemicarbazones / chemistry*

Substances

Azo Compounds
Coordination Complexes
Imidazolidines
Imines
Thiosemicarbazones
azomethine
Copper