Efficient conversion of O-substituted 3-hydroxy-4-imino-oxazolidin-2-ones into O-substituted α-hydroxyamidoximes

Organic Letters

Volumn 6, Issue 24, 2004, Pages 4403-4405

  Kurz, Thomas ^a   Widyan, Khalid ^a  

^a UNIVERSITY OF HAMBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYLDIIMIDAZOLE; CYANOHYDRIN; IMIDAZOLE DERIVATIVE; OXAZOLIDINE DERIVATIVE; OXIME DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; QUANTUM YIELD; REACTION ANALYSIS; SUBSTITUTION REACTION;

EID: 10044254490     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol040045v     Document Type: Article

References (15)

1. (a) Eloy, F.; Lenaers, R. Chem. Rev. 1962, 62, 155.
2. (b) Briggs, L. K.; Cambie, R. C.; Dean, C.; Rutledge, P. S. Aust. J. Chem. 1976, 29, 327.
3. (a) Chakravarty, S.; Deb, M. K.; Mishra, R. K. J. AOAC Int. 1993, 76 (3), 604.
4. (b) Deb, M. K.; Mishra, N.; Patel, K. S.; Mishra, R. K. Analyst 1991, 116, 323.
5. (a) Zinner, G. Perner, M., Grünefeld, J., Schecker, H.-G. Arch. Pharm. 1986, 319, 1073.
6. (b) Hussein, A. C. Heterocycles 1987, 26, 163.
7. (a) Anbazhagan M., Boykin D. W, Stephens, C. E. Tetrahedron Lett. 2002, 43, 9089.
8. (b) Clement, B. Drug Metab. Rev. 2002, 34, 565.
9. (a) Tiemann, F. Chem. Ber. 1884, 17, 126.
10. (b) Gross, F. Chem. Ber. 1885, 18, 1077.
11. (c) Schiff, H. Liebigs Ann. Chem. 1902, 321, 357.
12. (d) Schwarz, G. Zur Cyclisierenden Carbonylierung von α-Hydroxycarbohydroximsäureestern und N-Hydroxycarbamaten, Ph.D. Dissertation, Technical University Carolo-Wilhelmina, Brunswick, Germany, 1987.
13. Tronchet, J. M. J.; Zosimo-Landolfo, G. J. Carbohydr. Chem. 1986, 5, 631.
14. Kurz, T.; Widyan, K. Org. Biomol. Chem. 2004, 2, 2023.
15. Gassman, P. G.; Talley, J. J. Tetrahedron Lett. 1978, 40, 3773.