Enantioselective addition of organometallic compounds to 3,4-dihydroisoquinoline in the presence of oxazoline derivatives: Synthesis of (R)-( )- and (S)-(-)-salsolidine

Tetrahedron Asymmetry

Volumn 13, Issue 22, 2002, Pages 2497-2500

  Chrzanowska, Maria ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

6,7 DIMETHOXY 3,4 DIHYDROISOQUINOLINE; LIGAND; LITHIUM DERIVATIVE; ORGANOMETALLIC COMPOUND; OXAZOLINE DERIVATIVE; QUINOLINE DERIVATIVE; SALSOLIDINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; CYCLOADDITION; DRUG SYNTHESIS; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 0037073330     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00653-5     Document Type: Article

References (24)

1. Bloch R. Chem. Rev. 98:1998;1407-1438.
2. Enders D., Reinhold U. Tetrahedron: Asymmetry. 8:1997;1895-1946.
3. Denmark S.E., Nicaise O.J.-C. J. Chem. Soc., Chem. Commun. 1996;999-1004.
4. Nakamura M., Hirai A., Nakamura E. J. Am. Chem. Soc. 118:1996;8489-8490.
5. Brózda D., Chrzanowska M., Gluszyńska A., Rozwadowska M.D. Tetrahedron: Asymmetry. 10:1999;4791-4796.
6. Gluszyńska A., Rozwadowska M.D. Tetrahedron: Asymmetry. 11:2000;2359-2366.
7. Chrzanowska M., Sokołowska J. Tetrahedron: Asymmetry. 12:2001;1435-1440.
8. Arraste S., Lete E., Sotomayor N. Tetrahedron: Asymmetry. 12:2001;2077-2082.
9. Gant T.G., Meyers A.I. Tetrahedron. 50:1994;2297-2360.
10. Meyers A.I. J. Heterocyclic Chem. 35:1998;991-1002.
11. Ager D.J., Prakash I., Schaad D.R. Chem. Rev. 96:1996;835-875.
12. Braunstein P., Naud F. Angew. Chem., Int. Ed. 40:2001;680-699.
13. Rozwadowska M.D. Tetrahedron: Asymmetry. 9:1998;1615-1618.
14. Rozwadowska M.D. Tetrahedron: Asymmetry. 4:1993;1619-1624.
15. Fiedorow P., Rozwadowska M.D., Rozwadowski Z. J. Mol. Struct. 442:1998;65-70.
16. Meyers A.I., Kamata K. J. Org. Chem. 39:1974;1603-1604.
17. Kamata K., Agata I., Meyers A.I. J. Org. Chem. 63:1998;3113-3116.
18. Whaley W.M., Meadow M. J. Chem. Soc. 1953;1067-1070.
19. Battersby A.R., Edwards T.P. J. Chem. Soc. 1960;1214-1221.
20. Inoue I., Shindo M., Koga K., Kanai M., Tomioka K. Tetrahedron: Asymmetry. 6:1995;2527-2533.
21. Bussche-Hunnefeld C., Beck A.K., Seebach D. Helv. Chim. Acta. 75:1992;438-441.
22. Uematsu N., Fuji A., Hashiguchi S., Ikariya T., Noyori R. J. Am. Chem. Soc. 118:1996;4916-4917.
23. Claus K. Liebigs Ann. Chem. 711:1968;19-21.
24. Menachery M.D., Lavanier G.L., Wethetly M.L., Guinaudeau H., Shamma M. J. Nat. Prod. 49:1986;745-747.