Synthesis of polyheterocyclic nitrogen-containing marine natural products

Monatshefte fur Chemie

Volumn 135, Issue 6, 2004, Pages 615-627

  Fernández, David ^a   Ahaidar, Abderaouf ^a   Danelón, Gerardo ^a   Cironi, Pablo ^a   Marfil, Marta ^a   Pérez, Olga ^a   Cuevas, Carmen ^b   Albericio, Fernando ^a   Joule, John A ^c   Álvarez, Mercedes ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

^b PHARMAMAR S A   (Spain)

^c UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

Combinatorial chemistry; Cross coupling reactions; Heterocycles; Libraries; Marine alkaloids; Solid phase synthesis

Indexed keywords

HETEROCYCLIC COMPOUND; LAMELLARIN; UNCLASSIFIED DRUG; VARIOLIN B;

COMBINATORIAL CHEMISTRY; CONFERENCE PAPER; CROSS COUPLING REACTION; DRUG SYNTHESIS; MARINE ENVIRONMENT; SOLID;

EID: 2942598364     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-003-0119-9     Document Type: Conference Paper

References (56)

1. Haefner B (2003) Drug Discovery Today 8: 536
2. Balczewski P, Joule JA, Estévez C, Álvarez M (1994) J Org Chem 59: 4571
3. Roberts D, Joule JA, Bros MA, Álvarez M (1997) J Org Chem 62: 568
4. Álvarez M, Bros MA, Joule JA (1998) Tetrahedron Lett 39: 679
5. Álvarez M, Bros MA, Gras G, Ajana W, Joule JA (1999) Eur J Org Chem 1173
6. Sakemi S, Sun HH, Jeford CW, Bernardinelli G (1989) Tetrahedron Lett 30: 2517
7. Sun HH, Sakemi S, Burres N, McCarty P (1990) J Org Chem 55: 4964
8. Radisky CD, Radisky ES, Barrows LR, Copp BR, Kramer RA, Ireland CM (1993) J Am Chem Soc 115: 1632
9. Barrows LR, Radisky CD, Copp BR, Swaffer DS, Kramer RA, Warters RC, Ireland CM (1983) Anticancer Drug Design 8: 333
10. Ireland CM, Radisky CD, Barrows LR, Kramer RA, US Patent 5, 414, 001 [(1995) Chem Abs 123: 111835]
11. Perry NB, Blunt JW, Mc Combs JD, Munrro MHG (1986) J Org Chem 51: 5476
12. Perry NB, Blunt JW, Munrro MHG (1988) Tetrahedron 44: 1727
13. Perry NB, Blunt JW, Munrro MHG, Higa T, Sakai R (1988) J Org Chem 53: 4127
14. For a review see: Álvarez M, Bros MA, Joule JA (1999) Recent Res Devel Org Bioorg Chem 3: 29
15. Ajana W, López-Calahorra F, Joule JA, Álvarez M (1997) Tetrahedron 53: 341
16. Álvarez M, Feliu L, Ajana W, Joule JA (2000) Tetrahedron 56: 3703
17. Álvarez M, Feliu L, Ajana W, Joule JA, Fernández-Puentes JA (2000) Eur J Org Chem 849
18. Perry NB, Ettouati L, Litaudon M, Blunt JW, Munro MHG, Parkin S, Hope H (1994) Tetrahedron 50: 3987
19. Trimurtulu G, Faulkner DJ, Perry NB, Ettouati L, Litaudon M, Blunt JW, Munro MHG, Jameson GB (1994) Tetrahedron 50: 3993
20. Anderson RJ, Morris JC (2001) Tetrahedron Lett 42: 8697
21. Molina P, Fresneda PM, Delgado S (2003) J Org Chem 68: 489
22. Álvarez M, Fernández D, Joule JA (1999) Synthesis 615
23. Álvarez M, Fernández D, Joule JA (1999) J Chem Soc Perkin Trans 1 249
24. Álvarez M, Fernández D, Joule JA (2002) J Chem Soc Perkin Trans 1 471
25. Álvarez M, Fernández D, Joule JA (2002) Tetrahedron Lett 42: 315
26. Charya SB, Dutta S, Sanyal U (1998) J Indian Chem Soc 75: 46
27. Katritzky AR, Akutagawa K (1986) J Am Chem Soc 108: 6808
28. Majeed AJ, Antonsen Φ Benneche T, Undheim K (1989) Tetrahedron 45: 993
29. Vorbrüggen H, Krolikiewicz K, Niedballa U (1975) Liebigs Ann Chem 988
30. Vorbrüggen H, Krolikiewicz K (1976) Liebigs Ann Chem 745
31. Ahaidar A, Fernández D, Pérez O, Danelón D, Cuevas C, Manzanares I, Albericio F, Joule JA, Álvarez M (2003) Tetrahedron Letters 44: 6191
32. Cottan HB, Girfis NS, Robins RK (1989) J Heterocyclic Chem 26: 317
33. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
34. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
35. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
36. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
37. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
38. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
39. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
40. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
41. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
42. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
43. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
44. Faulkner DJ (1986) Nat Prod Rep 3: 1, idem (1987) Nat Prod Rep 4: 539, idem (1988) Nat Prod Rep 5: 613, idem (1990) Nat Prod Rep 7: 269, idem (1991) Nat Prod Rep 8: 97, idem (1992) Nat Prod Rep 9: 323, idem (1993) Nat Prod Rep 10: 497, idem (1994) Nat Prod Rep 11: 355, idem (1995) Nat Prod Rep 12: 223, idem (1996) Nat Prod Rep 13: 75, idem (2000) Nat Prod Rep 17: 7, idem (2001) Nat Prod Rep 18: 1
45. Andersen RJ, Faulkner DJ, Cun-Heng H, Van Duyne D, Clardy J (1985) J Am Chem Soc 107: 5492
46. Fuerstner A, Weintritt H, Hupperts A (1995) J Org Chem 60: 6637
47. Heim A, Terpin A, Steglich W Angew (1997) Chem Int Ed 36: 155
48. Ishibashi F, Miyazaki Y, Iwao M (1997) Tetrahedron 53: 5951
49. Banwell M, Flynn B, Hockless D (1997) Chem Commun 2259
50. Dale B, Boyce CW, Labroli MA, Sehon CA, Jin Q (1999) J Am Chem Soc 121: 54
51. Peschko C, Winklhofer C, Steglich W (2000) Chem Eur J 6: 1147
52. Ruchirawat S, Mutarapat T (2001) Tetrahedron Lett 42: 1205
53. Díaz M, Guitián E, Castedo L (2001) Synlett 7: 1164
54. Cironi P, Manzanares I, Albericio F, Álvarez M (2003) Org Lett 5: 2959
55. Cironi P, Álvarez M, Albericio F (2003) accepted
56. Marfil M, Albericio F, Álvarez M