Origin of regioselectivity in nucleophilic ring-opening reaction of 4- trifluoroacetyl-1,3-oxazolium-5-olates

Tetrahedron Letters

Volumn 39, Issue 34, 1998, Pages 6189-6190

  Kawase, Masami ^a   Koiwai, Hiromi ^a   Saito, Setsuo ^a   Kurihara, Teruo ^a  

^a JOSAI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIA; FLUOROACETIC ACID; OXAZOLE DERIVATIVE; OXYGEN 18; WATER;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; DECARBOXYLATION; ISOTOPE LABELING; MASS SPECTROMETRY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032552155     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01271-4     Document Type: Article

References (9)

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3. c) Boyd, G. V.; Davies, C. G.; Donaldson, J. D.; Silver, J.; Wright, P. H. J. Chem. Soc., Perkin 2, 1975, 1280.
4. 2. a) Kawase, M. J. Chem. Soc., Chem. Commun., 1994, 2101;
5. b) Kawase, M.; Saito, S.; Kurihara, T. Heterocycles, 1995, 41, 1617;
6. c) Kawase, M.; Koiwai, H.; Yamano, A.; Miyamae, H. Tetrahedron Lett., 1998, 39, 663.
7. 18O]benzoyl chloride.
8. 2O-dioxane (1 : 2).
9. 5. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. J. Am. Chem. Soc., 1985, 107, 3902 (Stewart, J. J. P. MOPAC QCPE #549).