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.
| Original language | English |
|---|---|
| Pages (from-to) | 11052-11055 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 57 |
| Issue number | 84 |
| DOIs | |
| Publication status | Published - 2021 Oct 28 |
Bibliographical note
Publisher Copyright:© The Royal Society of Chemistry 2021.
All Science Journal Classification (ASJC) codes
- Catalysis
- Electronic, Optical and Magnetic Materials
- Ceramics and Composites
- General Chemistry
- Surfaces, Coatings and Films
- Metals and Alloys
- Materials Chemistry
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