4.7 Article

Cobalt-CatalyzedZtoEGeometrical Isomerization of 1,3-Dienes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 7, Pages 4712-4723

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c03164

Keywords

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Funding

  1. NSFC [21801191, 21572163, 21873074]
  2. Wenzhou Science & Technology Bureau [2021G0027]
  3. Scientific Innovation Program for University Students of Zhejiang Province [2021R429029]
  4. Graduate Scientific Research Foundation [316202002033]
  5. Laboratory open project of Wenzhou University [JW2021029]

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An efficient cobalt-catalyzed geometrical isomerization of 1,3-dienes is described, where the combination of a CoCl2 precatalyst and anamido-diphosphine-oxazoline ligand enables stereoconvergent conversion of E/Z mixtures of 1,3-dienes to (E) isomers in high stereoselectivity. This method features broad substrate scope, good functional group tolerance, and can be scaled up to gram scale with low catalyst loading.
An efficient cobalt-catalyzed geometrical isomerization of1,3-dienes is described. In the combination of a CoCl2precatalyst with anamido-diphosphine-oxazoline ligand, the geometrical isomerization ofE/Zmixtures of 1,3-dienes proceed in a stereoconvergent manner, affording (E)isomers in high stereoselectivity. This facile transformation features a broadsubstrate scope with good functional group tolerance and could be scaled up to the gram scale smoothly with a catalyst loading of 1mol %.

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