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 |
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Keywords
- Aqueous media
- Morita-Baylis-Hillman reaction
- Nitroalkenes
- Organocatalysis
- Thiourea
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
Cite this
An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives. / Kuan, Hsuan Hao; Reddy, Raju Jannapu; Chen, Kwunmin.
In: Tetrahedron, Vol. 66, No. 52, 24.12.2010, p. 9875-9879.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives
AU - Kuan, Hsuan Hao
AU - Reddy, Raju Jannapu
AU - Chen, Kwunmin
PY - 2010/12/24
Y1 - 2010/12/24
N2 - 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.
AB - 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.
KW - Aqueous media
KW - Morita-Baylis-Hillman reaction
KW - Nitroalkenes
KW - Organocatalysis
KW - Thiourea
UR - http://www.scopus.com/inward/record.url?scp=78649651275&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=78649651275&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2010.10.061
DO - 10.1016/j.tet.2010.10.061
M3 - Article
AN - SCOPUS:78649651275
VL - 66
SP - 9875
EP - 9879
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 52
ER -