Protoberberins from Reissert Compounds VI [1]. Diastereoselective Synthesis and Relative Configuration of 2-Benzoyl-1-cyano-1-(1-phenylalkyl)-1,2-dihydroisoquinolines;Protoberberine aus Reissert-Verbindungen, 6. Mitt. [1]: Diastereoselektive Synthese und relative Konfiguration von 2-Benzoyl-1-cyano-1-(1-phenylalkyl)-1,2-dihydroisochinolinen

Monatshefte fur Chemie

Volumn 130, Issue 2, 1999, Pages 313-326

  Reimann, Eberhard ^a   Erdle, Wolfgang ^a   Weigl, Claudia ^a   Polborn, Kurt ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

Diastereoselective alkylation; Reissert compounds; sec Benzyl bromides; X Ray crystal structure

Indexed keywords

EID: 0033481681     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/pl00010212     Document Type: Article

References (37)

1. 5. Mitt.: Reimann E, Renz H, Dammertz W, Scholz T (1996) Monatsh Chem 127: 173
2. Weigl C (1998) Teil der Dissertation, München
3. Reimann E, Benend H (1992) Monatsh Chem 123: 939
4. Reimann E, Renz H (1993) Arch Pharm 326: 253
5. Reimann E, Benend H (1994) Arch Pharm 327: 539
6. Reimann E, Renz H (1994) Monatsh Chem 125: 1397
7. Southon IW, Buckingham J (1989) Dictionary of Alkaloids, Chapman & Hall, London New York
8. Kovar J, Stejskal J, Matyska L (1985) J Enzyme Inhib 1: 35
9. Matsuda H, Tokuoka K, Wu J, Shiomoto H, Kubo M (1997) Biol Pharm Bull 20: 431
10. Kubo M, Matsuda H, Tokuoka K, Kobayashi Y, Ma S, Tanaka T (1994) Biol Pharm Bull 17: 458
11. Kubo M, Matsuda H, Tokuoka K, Ma S, Shiomoto H (1994) Biol Pharm Bull 17: 262
12. Kametani T, Takahashi T, Honda T, Ogasawara K, Fukumoto K (1974) J Org Chem 39: 447
13. Tietze LF, Brill G (1987) Liebigs Ann Chem 311
14. Cushman M, Dekow FW (1979) J Org Chem 44: 407
15. Stanoeva E, Haimova M, Ognyanov V (1984) Liebigs Ann Chem 389
16. Saa C, Guitian E, Castedo L, Suau R, Saa JM (1986) J Org Chem 51: 2781
17. Weimar C, von Angerer S, Wiegrebe W (1991) Arch Pharm 324: 907
18. Chinnasamy P, Iwasa K, von Angerer S, Weimar C, Wiegrebe W (1987) Arch Pharm 320: 790
19. Lenz RG (1976) J Org Chem 41: 220
20. Cushman M, Gentry J, Dekow FW (1977) J Org Chem 42: 1112
21. Ninomiya I, Naito T, Takasugi H (1975) J Chem Soc Perkin Trans 1, 1791
22. Cho I-S, Chang SSS, Ho C, Lee C-P, Ammon HL, Mariano PS (1991) Heterocycles 32: 2161
23. Jiyun L (1991) Drug Fut 16: 142
24. Eliel EL, Wilen SH, Mander LN (1994) Stereochemistry of Organic Compounds. Wiley, New York Chichester Brisbane Toronto Singapore, S 858 ff.
25. Schultz AG, Green NJ (1991) J Am Chem Soc 113: 4931
26. Smith JG, Irwin DC (1980) J Am Chem Soc 102: 2757
27. Strauss MJ, Horman I, Andrews LJ, Keefer RM (1968) J Org Chem 33: 2194
28. Hatanaka (1967) Agric Biol Chem 31: 969
29. Pansegrau PD, Ricker WF, Meyers AI (1988) J Am Chem Soc 110: 7183
30. van Zanten B, Naula WT (1960) Rec Trav Chim 79: 1217
31. Stewart JM, Klundt I, Peacock K (1960) J Org Chem 25: 913; s. a. Clarke HT, Read RR (1947) Organic Synthesis 1: 514 und Auterhoff H, Frauendorf H, Liesenklas W, Schwandt Ch (1962) Arch Pharm 295: 83
32. Stewart JM, Klundt I, Peacock K (1960) J Org Chem 25: 913; s. a. Clarke HT, Read RR (1947) Organic Synthesis 1: 514 und Auterhoff H, Frauendorf H, Liesenklas W, Schwandt Ch (1962) Arch Pharm 295: 83
33. Stewart JM, Klundt I, Peacock K (1960) J Org Chem 25: 913; s. a. Clarke HT, Read RR (1947) Organic Synthesis 1: 514 und Auterhoff H, Frauendorf H, Liesenklas W, Schwandt Ch (1962) Arch Pharm 295: 83
34. Anderson PS, Christy ME, Colton CD, Halczenko W, Ponticello GS, Shepard KL (1979) J Org Chem 44: 1519
35. Vida JA, Samour CM, O'Dea MH, Wilber W, Wang TS (1974) J Med Chem 17: 735
36. Reimann E, Benend Ht (1992) Monatsh Chem 123: 939
37. Gibson HW (1968) Tetrahedron Lett 5549