Quantumchemical calculation of CD spectra: The absolute configuration of palmarumycins CP3 and C2

Tetrahedron

Volumn 53, Issue 5, 1997, Pages 1655-1664

  Bringmann, Gerhard ^a   Busemann, Stefan ^a   Krohn, Karsten ^b   Beckmann, Karsten ^b  

^a UNIVERSITY OF WÜRZBURG   (Germany)

^b UNIVERSITY OF PADERBORN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID;

ARTICLE; CALCULATION; CIRCULAR DICHROISM; CONFORMATION; DRUG STRUCTURE; ENANTIOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; QUANTUM CHEMISTRY;

EID: 0031550603     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)01117-9     Document Type: Article

References (24)

1. 1. Bringmann, G.; Gulden, K.-P.; Busse, H.; Fleischhauer, J.; Kramer, B.; Zobel, E. Tetrahedron 1993, 49, 3305-3312.
2. 2. Bringmann, G.; Gulden, K.-P.; Hallock, Y. F.; Manfredi, K. P.; Cardellina II, J. H.; Boyd, M. R.; Kramer, B.; Fleischhauer, J. Tetrahedron 1994, 50, 7807-7814.
3. 3. Krohn, K.; Michel, A.; Flörke, U.; Aust, H.-J.; Draeger, S.; Schulz, B. Liebigs Ann. Chem. 1994, 1093-1097.
4. 4. Krohn, K.; Michel, A.; Flörke, U.; Aust, H.-J.; Draeger, S.; Schulz, B. Liebigs Ann. Chem. 1994, 1099-1108.
5. 5. Sakemi, S.; Inagaki, T.; Kaneda, K.; Hirai, H.; Iwata, E.; Sakakibara, T.; Yamauchi, Y.; Norcia, M.; Wondrack, M. L.; Sutcliffe, J. A.; Kojima, N. J. Antibiot. 1995, 48, 134-142.
6. 6. Schlingmann, G.; West, R. R.; Milne, L.; Pearce, C. J.; Carter, G. T. Tetrahedron Lett. 1993, 34, 7225-7228.
7. 7. Chu, M.; Truumees, I.; Patel, M. G.; Gullo, V. P.; Puar, M. S.; McPhail, A. T. J. Org. Chem. 1994, 59, 1222-1223.
8. 8. Chu, M.; Truumees, I.; Patel, M. G.; Gullo, V. P.; Blood, C.; King, I.; Pai, J.-K.; Puar, M. S. Tetrahedron Lett. 1994, 35, 1343-1346.
9. 9. Thiergardt, R.; Hug, P.; Rihs, G.; Peter, H. H. Tetrahedron Lett. 1994, 35, 1043-1046.
10. 10. Thiergardt, R.; Rihs, G.; Hug, P.; Peter, H. H. Tetrahedron 1995, 51, 733-742.
11. 11. Ogishi, H.; Chiba, N.; Mikawa, T.; Sakaki, T.; Miyaji, S.; Sezaki, M. Jpn. Pat. No. J. P. 01294686 A2 (Nov. 28, 1989); Chem. Abstr. 1990, 113, 38906q.
12. 12. Harada, N.; Nakanishi, K. J. Am. Chem. Soc. 1975, 97, 5345-5352.
13. 13. Harada, N.; Nakanishi, K. Circular Dichroic Spectroscopy - Exciton Coupling in Organic Stereochemistry, Oxford University Press, Oxford, 1983.
14. 14. Schlingmann, G.; Matile, S.; Berova, N.; Nakanishi, K.; Carter, G. T. Tetrahedron 1996, 52, 435-446.
15. 15. Fleischhauer, J.; Koslowski, A.; Kramer, B.; Zobel, E.; Bringmann, G.; Gulden, K.-P.; Ortmann, T.; Peter, B. Z. Naturforsch. 1993, 48b, 140-148.
16. 16. Hallock, Y. F.; Manfredi, K. P.; Blunt, J. W.; Cardellina II, J. H.; Schäffer, M.; Gulden, K.-P.; Bringmann, G.; Lee, A. Y.; Clardy, J.; François, G.; Boyd, M. R. J. Org. Chem. 1994, 59, 6349-6355.
17. 17. Bringmann, G.; Ledermann, A.; Stahl, M.; Gulden, K.-P. Tetrahedron 1995, 51, 9353-9360.
18. 18. Bringmann, G.; Härtung, T.; Kröcher, O.; Gulden, K.-P.; Lange, J.; Burzlaff, H. Tetrahedron 1994, 50, 2831-2840.
19. 19. Hallock, Y. F.; Cardellina II, J. H.; Kornek, T.; Gulden, K.-P.; Bringmann, G.; Boyd, M. R. Tetrahedron Lett. 1995, 36, 4753-4756.
20. 20. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Steward, J. J. P J. Am. Chem. Soc. 1985, 107, 3902-3909.
21. 21. Rauhut, G.; Chandrasekhar, J.; Alex, A.; Beck, B.; Sauer, W.; Clark, T.; VAMP 5.0, Oxford Molecular Limited. Oxford Science Park, Sandford on Thames, Oxford OX4 4GA, England.
22. 22. SYBYL: Tripos Associates, 1699 St. Hanley Road, Suite 303, St. Louis, MO, 63144.
23. 23. Del Bene, J.; Jaffé, H. H. J. Chem. Phys. 1968, 48, 1807-1813.
24. 24. Downing, J. W.; Programm package BDZDO/MCDSPD, Department of Chemistry and Biochemistry, University of Colorado, Boulder, USA; modified by Fleischhauer, J.; Schleker, W; Kramer, B.; ported to LinuX by Gulden, K.-P.