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Updated: Oct 18, 2025

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
Stereodivergent silver-catalyzed synthesis of pyroglutamic acid esters
Byungjun Kim1, Yuna Song1, Sarah Yunmi Lee1
1Department of Chemistry, Yonsei University, Seoul 03722, South Korea. sarahyunmi@yonsei.ac.kr.
Abstract:
We report here a silver-catalyzed method for the enantio- and diastereodivergent synthesis of chiral pyroglutamic acid esters with multiple stereocenters. This process proceeds through asymmetric conjugate addition of glycine imine esters to a broad range of β-substituted α,β-unsaturated perfluorophenyl esters followed by lactamization. By leveraging catalyst control and stereospecificity of the 1,4-addition process, all four product stereoisomers containing two adjacent stereocenters are accessible with high stereoselectivity.
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