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Synlett 2025; 36(03): 250-253
DOI: 10.1055/a-2307-0645
DOI: 10.1055/a-2307-0645
letter
Tripeptide-Catalyzed Asymmetric Michael Addition Reaction of β-Nitrostyrenes with Cyclohexanone
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Abstract
A tripeptide catalyst derived from natural l-amino acids was employed in the reaction of β-nitrostyrenes with cyclohexanone, serving as a model for the asymmetric Michael addition reaction. The reaction was conducted in the presence of H-Pro-Tle-Gly-OH and 2-fluoro-4-chlorobenzoic acid as co-catalysts (each at 20 mol%) in DMF-H2O (5:1) at 0 °C for 3 days. This process yielded the desired Michael adducts with excellent efficiency and good stereoselectivity (up to 98% yield, up to 92% ee).
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2307-0645.
- Supporting Information
Publikationsverlauf
Eingereicht: 05. März 2024
Angenommen nach Revision: 15. April 2024
Accepted Manuscript online:
15. April 2024
Artikel online veröffentlicht:
25. April 2024
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