Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters
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The isothiourea-catalyzed formal enantioselective conjugate addition of 2-hydroxybenzophenone imine derivatives to α,β-unsaturated para-nitrophenyl esters has been developed. Investigations of the scope and limitations of this procedure showed that β-electron withdrawing substituents within the α,β-unsaturated ester component was necessary for good product yield, giving rise to a range of β-imino ester and amide derivatives in moderate to good isolated yields with excellent enantioselectivity (20 examples, up to 81% yield and 97:3 er).
Lapetaje , J , Young , C M , Shu , C & Smith , A D 2022 , ' Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters ' , Chemical Communications , vol. 58 , no. 49 , pp. 6886-6889 . https://doi.org/10.1039/D2CC01936A
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DescriptionThe DOST-SEI and DOST-Foreign Graduate Scholarship Program of the Philippines are thanked for a PhD scholarship (J. E. L) and the Royal Society for a Newton Fellowship (C. S.).
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