Synthesis of 2-tetralones via a novel 1,2-carbonyl transposition of 1-tetralones

Tetrahedron Letters

Volumn 37, Issue 19, 1996, Pages 3243-3246

  Pryde, David C ^a   Henry, Steven S ^a   Meyers, A I ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

TETRALIN DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0029930047     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00522-9     Document Type: Article

References (13)

1. a) For a review see: Kane, V. V.; Singh, V.; Martin, A. Tetrahedron 1983, 39, 345.
2. b) Vebrel, J.; Carrie, R. Bull. Soc. Chim. Fr. 1982, 11, 161.
3. c) Tsuda, Y.; Hosoi, S. Chem. Pharm. Bull. 1985, 33, 1745.
4. d) Wakamatsu, T.; Miyachi, N.; Ozaki, F. Heterocycles 1987, 26, 1445.
5. e) Paquette, L. A.; Wang, T.; Wo, N. H. J. Am. Chem. Soc. 1993, 115, 1676.
6. f) Yoshida, J.; Nakatani, S.; Isoe, S. J. Org. Chem. 1993, 50, 4855.
7. For example, the cost of 6-methoxy-1-tetralone is $1.62/g whereas that for 6-methoxy-2-tetralone is $153.50/g (Aldrich Chemical Co.).
8. Oda, M.; Yamamuro, A.; Watabe, T. Chem. Lett. 1979, 1427.
9. Cacchi, S.; Misiti, D. Synthesis 1980, 243.
10. Yoshikoshi, A.; Miyashita, M.; Suzuki, T. Chem. Lett. 1987, 285.
11. a) Chao, H. S-I.; Berchtold, G. A. J. Org. Chem. 1981, 46, 813.
12. b) Gassman, P. G.; Talley, J. J. J. Am. Chem. Soc. 1980, 102, 4138.
13. 2 requires M, 201.0790.