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Cobalt‐Catalyzed Enantioselective Alkenylation of Aldehydes

Chuiyi Lin, Jiwu Zhang, Zhao Sun, Yinlong Guo, Qinglei Chong, Zhihan Zhang, Fanke Meng, Zhihan Zhang, Zhihan Zhang, Fanke Meng

2024Angewandte Chemie International Edition41 citationsDOI

Abstract

Catalytic enantioselective alkenylation of aldehydes with easily accessible alkenyl halides promoted by a chiral cobalt complex derived from a newly developed tridentate bisoxazolinephosphine is presented. Such processes represent an unprecedented reaction pathway for cobalt catalysis and a general approach that enable rapid construction of highly diversified enantioenriched allylic alcohols containing a 1,1-, 1,2-disubstituted and trisubstituted alkene as well as axial stereogenicity in up to 99 % yield and 99 : 1 er without the need of preformation of alkenyl-metal reagents. DFT calculations revealed the origin of enantioselectivity.

Topics & Concepts

Enantioselective synthesisCobaltCatalysisChemistryOrganic chemistryCombinatorial chemistryAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms