Synthesis of 4-carboethoxy-4-oxazolin-2-ones from 3-nosyloxy-2-ketoesters

Tetrahedron Letters

Volumn 39, Issue 11, 1998, Pages 1283-1286

  Hoffman, Robert V ^a   Johnson, M Catherine ^a   Okonya, John F ^a  

^a NEW MEXICO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBAMIC ACID METHYL ESTER; KETONE; OXAZOLINE DERIVATIVE; TOLUENE;

ARTICLE; SYNTHESIS;

EID: 0032510422     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10854-1     Document Type: Article

References (11)

1. 1. Hoffman, R. V.; Johnson, M. C.; Okonya, J. F. J. Org. Chem., 1997, 62, 2458.
2. 2. a. R. V. Hoffman, Tetrahedron, 1991, 47, 1109.
3. b. Hoffman,R. V.; Kim, H.-O. J. Org. Chem., 1991, 56, 6759.
4. 3. New compound characterized completely by spectroscopy and elemental analysis (± 0.4%).
5. 4. a. Rao, Y. S.; Filler, R. in Heterocyclic Compounds, Vol. 45: Oxazoles, Turchi, I. J., Ed., John Wiley and Sons: New York, 1986, pp 361-729.
6. b. Yonezawa, Y.; Shin, C.; Ohtsu, A.; Yoshimura, J. Chem. Lett., 1982, 1171.
7. c. Shin, C.; Takamatsu, N.; Sato, Y.; Yonezawa, Y. Heterocycles, 1985, 23, 603.
8. 5. Akester, J.; Cui, J.; Fraenkel, G. J. Org. Chem., 1997, 62, 431.
9. 6. Enamide 15 was prepared by the reaction of p-nitrobenzenesulfonyl peroxide with ethyl 2-acetamido acrylate. Johnson, M. C., Ph. D. Thesis, New Mexico State University, 1996.
10. 7. Similar effects have been seen in simple α-nosyloxy ketones. Hoffman, R. V.; Jankowski, B. C.; Carr, S.; Duesler, E. N. J. Org. Chem., 1986, 51, 130.
11. 8. Review: Kingston, D. G. I.; Molinero, A. A.; Rimoldi, J. M. Prog. Chem. Org. Nat. Prod., 1993, 61,1.