Cobalt(ii)/(imidazoline–oxazoline)-catalyzed enantioselective Michael addition of 2-acetyl azaarenes to β-CF3-β-disubstituted nitroalkenes

Literature Information

Publication Date 2016-11-25
DOI 10.1039/C6QO00562D
Impact Factor 5.281
Authors

Xin-Qi Hao, Cong Wang, Shuang-Liang Liu, Xiao Wang, Li Wang, Jun-Fang Gong, Mao-Ping Song


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Abstract

A series of chiral (imidazoline–oxazoline) N,N-bidentate ligands L1–L5 derived from 2,2-dimethylmalonic acid were conveniently synthesized and characterized. With the aid of the new ligands, the first Co(II)-catalyzed asymmetric Michael addition of 2-acetyl azaarenes to β-CF3-β-disubstituted nitroalkenes was successfully achieved, producing chiral compounds with a trifluoromethylated all-carbon quaternary stereocenter in good yields with enantioselectivities of up to 98% ee.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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