Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters

Jerson Lapetaje, Claire M. Young, Chang Shu, Andrew D. Smith*

*Corresponding author for this work

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Abstract

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).
Original languageEnglish
Pages (from-to)6886-6889
Number of pages4
JournalChemical Communications
Volume58
Issue number49
Early online date20 May 2022
DOIs
Publication statusPublished - 21 Jun 2022

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