Cobalt-Catalyzed Migration Isomerization of Dienes

Cobalt-Catalyzed Migration Isomerization of Dienes

A cobalt-catalyzed multipositional isomerization of conjugated dienes has been reported for the first time using an 8-oxazoline iminoquinoline ligand. This reaction is operationally simple and atom-economical using readily available starting materials with an E/Z mixture to access disubstituted 1,3-...

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Veröffentlicht in:Organic letters 2022-07, Vol.24 (25), p.4592-4597
Hauptverfasser: Zhao, Jiajin, Xu, Guoxiong, Wang, Xue, Liu, Jiren, Ren, Xiang, Hong, Xin, Lu, Zhan
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container_issue 25
container_start_page 4592
container_title Organic letters
container_volume 24
creator Zhao, Jiajin
Xu, Guoxiong
Wang, Xue
Liu, Jiren
Ren, Xiang
Hong, Xin
Lu, Zhan
description A cobalt-catalyzed multipositional isomerization of conjugated dienes has been reported for the first time using an 8-oxazoline iminoquinoline ligand. This reaction is operationally simple and atom-economical using readily available starting materials with an E/Z mixture to access disubstituted 1,3-dienes with excellent yields and good E,E stereoselectivity. The mechanism via alkene insertion of cobalt hydride species and β-H elimination of a π-allyl cobalt intermediate is proposed on the basis of deuterium labeling and control experiments and density functional theory calculations.
doi_str_mv 10.1021/acs.orglett.2c01701
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