Abstract
An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol %) under solvent-free conditions or imidazole (100 mol %) in the presence of water.
| Original language | English |
|---|---|
| Pages (from-to) | 9875-9879 |
| Number of pages | 5 |
| Journal | Tetrahedron |
| Volume | 66 |
| Issue number | 52 |
| DOIs | |
| Publication status | Published - 2010 Dec 24 |
Keywords
- Aqueous media
- Morita-Baylis-Hillman reaction
- Nitroalkenes
- Organocatalysis
- Thiourea
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Kuan, H. H., Reddy, R. J., & Chen, K. (2010). An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives. Tetrahedron, 66(52), 9875-9879. https://doi.org/10.1016/j.tet.2010.10.061