Catalytic Asymmetric Transfer Hydrogenation of trans-Chalcone Derivatives Using BINOL-derived Boro-phosphates
Fei Na, Susana S. Lopez, Alice Beauseigneur, Lucas W. Hernandez, Zhuoxin Sun and Jon C. Antilla*
*Institute for Molecular Design and Synthesis, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China,
Email: jantilla
tju.edu.cn
F. Na, S. S. Lopez, A. Beauseigneur, L. W. Hernandez, Z. Sun, J. C. Antilla, Org. Lett., 2020, 22, 5953-5957.
DOI: 10.1021/acs.orglett.0c02042
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Abstract
A chiral phosphoric acid catalyzes an asymmetric transfer hydrogenation of trans-chalcones in the presence of pinacolborane as hydride source. This methodology provides chiral dihydrochalcone derivatives in high yields and with high enantioselectivities under mild conditions.
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proposed mechanism
Key Words
1,4-Reduction of α,β-unsaturated compounds, pinacolborane, organocatalysis
ID: J54-Y2020
