Catalytic Asymmetric Nazarov Cyclization of Heteroaryl Vinyl Ketones through a Crystallographically Defined Chiral Dinuclear Nickel Complex

• DOI: 10.1021/acs.orglett.5b02497
• Publication Date: 2015-10-14T14:24:02Z
• Authors: Takuya Takeda; Shinji Harada; Atsushi Nishida
• Keywords: Moiety; Asymmetric carbon

A Ni(NTf2)2 and tetradentate bisimino-bisquinoline ligand complex catalyzed the enantioselective Nazarov cyclization of heteroaryl vinyl ketones. An X-ray-quality crystal was obtained from a mixture Ni substrate, which dinuclear chiral complex. From information regarding structure complex, substrate distorted to form helical shape, carbon atoms involved in bond formation were close each other. In addition, mechanistic studies revealed that configuration olefin moiety isomerized before formation.