A novel approach to tricyclic pharmaceuticals via directed dilithiation of diaryl compounds

Tetrahedron Letters

Volumn 37, Issue 29, 1996, Pages 5073-5076

  Birman, Vladimir B ^a   Chopra, Anu ^a   Ogle, Craig A ^a  

^a UNIVERSITY OF NORTH CAROLINA AT CHARLOTTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CALMIXEN; CHLORPROTHIXENE; CLOPIPAZAN; DIPHENYL ETHER; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SULFIDE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; GAS CHROMATOGRAPHY; ISOMER; MASS SPECTROMETRY; METHYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; STOICHIOMETRY;

EID: 0030586189     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01068-4     Document Type: Article

References (12)

1. 1. Taken in part from Vladimir B. Birman's honors thesis, 1995.
2. 2. Wolff, M. E. Ed. Burger 's Medicinal Chemistry; Part III, 4th ed. John Wiley & Sons, Inc.: New York, 1981; pp. 393-407.
3. 3. Smith D. F. Ed. Handbook of Stereoisomers: Drugs in Psychopharmacology; CRC Press: Boca Raton, Florida, 1984; pp. 255-283.
4. 4. Lednicer, D.; Metscher, L. A. Organic Chemistry of Drug Synthesis; John Wiley & Sons, Inc.: New York, 1977; pp. 859-1067.
5. 5. Reikhsfel'd, V. O.; Yakovlev, I. P.; Saratov, I. E. Zh. Obshch. Khim. 1979, 49, 776.
6. 6. Kostenko N. L.; Nesterova, S. V.; Toldov, S. V.; Skvortsov, N. K.; Reikhsfel'd, V. O. Zh. Obshch. Khim. 1987, 57, 716.
7. 7. Kranz, M.; Dietrich, H.; Mahdi, W.; Muller, G.; Hampel, F.; Clark, T.; Hacker, R.; Neugebauer, W.; Kos, A. J.; Schleyer, P. v. R. J. Am. Chem. Soc. 1993, 115, 4698.
8. 8. Extensive studies using other alkyllithiums as well as different solvent and temperature conditions are being carried out in our laboratories and will be reported later.
9. 9. Bailey, F. D.; Taylor, R. J. Chem. Soc. B. 1971, 1446.
10. 10. Gschwend, H. W.; Rodriguez, H. R. Org. React. 1979, 26, 1.
11. 11. Desbene, P. L.; Jehanno, N. J. Heterocycl. Chem. 1984, 21, 1321.
12. 12. Pine, S. H.; Sanchez, B. L. J. Org. Chem. 1971, 36, 829.