Journal
ORGANIC LETTERS
Volume 24, Issue 25, Pages 4592-4597Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01701
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Funding
- National Key R&D Program of China [2021YFA1500200, 2021YFF0701600]
- National Natural Science Foundation of China [21922107, 21873081, 22122109]
- Beijing National Laboratory for Molecular Sciences [BNLMS202102]
- CAS Youth Interdisciplinary Team [JCTD-2021-11]
- Fundamental Research Funds for the Central Universities [226-2022-00224]
- Center of Chemistry for Frontier Technologies and Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province [PSFM 2021-01]
- State Key Laboratory of Clean Energy Utilization [ZJUCEU2020007]
- Starry Night Science Fund of Zhejiang University Shanghai Institute for Advanced Study [SN-ZJU-SIAS-006]
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A cobalt-catalyzed multipositional isomerization of conjugated dienes using an 8-oxazoline iminoquinoline ligand has been reported. This reaction is simple and efficient, yielding disubstituted 1,3-dienes with good yields and stereoselectivity.
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 beta-H elimination of a pi-allyl cobalt intermediate is proposed on the basis of deuterium labeling and control experiments and density functional theory calculations.
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