Catalytic Asymmetric Transfer Hydrogenation of <i>trans</i>-Chalcone Derivatives Using BINOL-derived Boro-phosphates
Fei Na, Susana S. Lopez, Alice Beauseigneur, Lucas W. Hernandez, Zhuoxin Sun, Jon C. Antilla
Abstract
Chiral phosphoric-acid-catalyzed asymmetric reductions of trans-chalcones have been investigated in this work. A BINOL-derived boro-phosphate-catalyzed asymmetric transfer hydrogenation of the carbon–carbon double bond of trans-chalcone derivatives employing borane as a hydride source was realized. This methodology provides a convenient procedure to access chiral dihydrochalone derivatives in high yields and with high enantioselectivities under mild conditions.
Topics & Concepts
ChemistryChalconeCatalysisBOROTransfer hydrogenationEnantioselective synthesisOrganic chemistryMedicinal chemistryCombinatorial chemistryBoronRutheniumAsymmetric Hydrogenation and CatalysisChemical Synthesis and AnalysisOrganoboron and organosilicon chemistry