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Cobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes

Sheng Zhang, Deepika Bedi, Lu Cheng, Daniel K. Unruh, Guigen Li and Michael Findlater*

*Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409, United States, Email: Michael.Findlaterttu.edu

S. Zhang, D. Bedi, L. Cheng, D. K. Unruh, G. Li, M. Findlater, J. Am. Chem. Soc., 2020, 142, 8910-8917.

DOI: 10.1021/jacs.0c02101


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Abstract

Cobalt complexes catalyze an isomerization of 1,1-disubstituted alkenes as an alternative stereoselective approach to trisubstituted alkenes. This protocol exhibits a good functional group tolerance and scalability. The high stereoselectivity of the reaction is attributed to both a π-π stacking effect and the steric hindrance between substrate and catalyst.

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Key Words

isomerizations


ID: J48-Y2020