4.8 Article

Cu-catalyzed carboboration of acetylene with Michael acceptors

Journal

CHEMICAL SCIENCE
Volume 13, Issue 25, Pages 7604-7609

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc02306g

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Funding

  1. National Natural Science Foundation of China [22071062, 21871096]
  2. Guangdong Science and Technology Department [2018B030308007]

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This study reported a copper-catalyzed three-component carboboration reaction using B(2)Pin(2) and Michael acceptors with acetylene, resulting in cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be performed on the molar scale, and the resulting products could be easily converted into diverse functionalized molecules.
A copper-catalyzed three-component carboboration of acetylene with B(2)Pin(2) and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be reliably performed on the molar scale. Furthermore, the resulting cis-alkenyl boronates could be converted to diverse functionalized molecules with ease.

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