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2001 | 48 | 4 | 1175-1178
Article title

Novel side reactions accompanying activation and aminolysis of N-benzoyl-2-alkylserines.

Content
Title variants
Languages of publication
EN
Abstracts
EN
2-Phenyl-4-alkyl-4-hydroxymethyl-1,3-oxazolones (2a-d) have been identified as side products accompanying activation of N-benzoyl-2-alkylserines (1a-d). Oxazolones 2a-d in the presence of amine rearrange subsequently to corresponding 4-alkyl-2-phenyl-4,5-dihydro-1,3-oxazole-5 carboxylic acids (4a-d) at a 20-68% yield.
Publisher

Year
Volume
48
Issue
4
Pages
1175-1178
Physical description
Dates
published
2001
received
2001-09-26
accepted
2001-11-20
Contributors
  • Institute of Organic Chemistry, Technical University of Łódź, 90-924 Łódź, Poland
  • Institute of Organic Chemistry, Technical University of Łódź, 90-924 Łódź, Poland
  • Institute of Organic Chemistry, Technical University of Łódź, 90-924 Łódź, Poland
  • Institute of Organic Chemistry, Technical University of Łódź, 90-924 Łódź, Poland
References
  • 1. Alezra, V., Bonin, M., Chiaroni, A., Micouin, L., Riche, C. & Husson, H.P. (2000) Tetrahedron Lett.41, 1737-1740.
  • 2. Uno, H., Kasahara, K. & Ono, N. (2000) Heterocycles 53, 1011-1016.
  • 3. Calcagni, A., Rossi, D. & Lucente, G. (1981) Synthesis, 445-447.
  • 4. Ito, Y., Sawamura, M., Shirakawa, E., Hayashizaki, K. & Hayashi, T. (1988) Tetrahedron Lett. 29,235-238.
  • 5. Dumy, P., Keller, M., Ryan, D.E., Rohwedder, B., Woehr, T., Mutter, M., J. (1997) J. Am. Chem. Soc.119, 918-925.
  • 6. For a review on synthesis of polyazole antibiotics see: Wipf, P. & Venkatraman, S. (1997) Synlett 1,1-10.
  • 7. Olma, A. (2000) Zeszyty Naukowe PŁ, 843, 1-68 (in Polish) and references cited therein.
  • 8. Kamiński, Z.J. (2000) Biopolymers 55, 140-165.
  • 9. Kamiński, Z.J., Leplawy, M.T. & Słomczyńska U. (1975) Synthesis 593-596.
  • 10. Kamiński, Z.J. & Leplawy, M.T. (1974) Synthesis 292-293.
Document Type
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.bwnjournal-article-abpv48i4p1175kz
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