Oxidative cleavage of aryl oxazolines using Methyl(trifluoromethyI)dioxirane generated in situ

Tetrahedron Letters

Volumn 38, Issue 40, 1997, Pages 7083-7086

  Yang, Dan ^a   Yip, Yiu Chung ^a   Wang, Xue Chao ^a  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; BIPHENYL DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0030823864     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01654-7     Document Type: Article

References (14)

1. For excellent reviews on oxazoline chemistry, see: (a) Reuman, M.; Meyers, A. I. Tetrahedron 1985, 41, 837.
2. (b) Gant, T. G.; Meyers. A. I. Tetrahedron 1994, 50, 2297.
3. For examples of electrophilic substitution of aryl oxazolines, see: (a) Meyers, A. I.; Mihelich, E. D. J. Org. Chem. 1975, 40, 3158.
4. (b) Meyers, A. I.; Lutomski, K. J. Org. Chem. 1979, 44, 4465.
5. For examples of nucleophilic substitution of aryl oxazolines, see: (c) Meyers, A. I.; Mihelich, E. D. J. Am. Chem. Soc. 1975, 97, 7383.
6. (d) Meyers, A. I.; Gabel, R.; Mihelich, E. D. J. Org. Chem. 1978, 43, 1372.
7. Meyers, A. I.; Mihelich, E. D. Angew. Chem., Int. Ed. Engl. 1976, 15, 270.
8. Levin, J. I.; Weinreb, S. M. Tetrahedron Lett. 1982, 23, 2347.
9. Phillion, D. P.; Pratt, J. K. Syn. Commun. 1992, 13.
10. +), calcd 376.2151, found 376.2147; EIMS (20 eV) m/z 376 (100), 304 (56), 232 (13).
11. For epoxidation of olefins using methyl(trifluoromethyl)dioxirane generated in situ, see: Yang, D.; Wong, M.-K.; Yip, Y.-C. J. Org. Chem. 1995, 60, 3887.
12. (a) Murray, R. W.; Jeyaraman, R.; Pillay, M. K. J. Org. Chem. 1987, 52, 746.
13. (b) Altamura, A.; Curci, R.; Edwards, J. O. J. Org. Chem. 1993, 58, 7289.
14. 2O, 9), 208 (100), 178 (9), 165 (26), 125 (12), 111 (20), 109 (12), 97 (28), 95 (17), 85 (19), 83 (21), 71 (24), 69 (22).