Stereocontrolled synthesis of model core systems of lomaiviticins A and B

Angewandte Chemie - International Edition

Volumn 45, Issue 13, 2006, Pages 2076-2081

  Nicolaou, K C ^a,b   Denton, Ross M ^a,b   Lenzen, Achim ^a,b   Edmonds, David J ^a,b   Li, Ang ^a,b   Milburn, Robert R ^a,b   Harrison, Scott T ^a,b  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Antitumor agents; Michael addition; Natural products; Total synthesis

Indexed keywords

ANTITUMOR AGENTS; MICHAEL ADDITION; NATURAL PRODUCTS; TOTAL SYNTHESIS;

DIMERS; MOLECULAR STRUCTURE; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

FLUORENE DERIVATIVE; LOMAIVITICIN A; LOMAIVITICIN B;

ARTICLE; BIOLOGICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; ENTEROCOCCUS FAECIUM; MICROMONOSPORA; STAPHYLOCOCCUS AUREUS; STEREOISOMERISM; SYNTHESIS;

ENTEROCOCCUS FAECIUM; FLUORENES; MICROMONOSPORA; MODELS, BIOLOGICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STAPHYLOCOCCUS AUREUS; STEREOISOMERISM;

EID: 33746287178     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200504466     Document Type: Article

References (13)

1. H. He, W.-D. Ding, V. S. Bernan, A. D. Richardson, C. M. Ireland, M. Greenstein, G. A. Ellestad, G. T. Carter, J. Am. Chem. Soc. 2001, 123, 5362-5363.
2. a) R. S. Laufer, G. I. Dmitrienko, J. Am. Chem. Soc. 2002, 124, 1854-1855;
3. b) K. S. Feldman, K. J. Eastman, J. Am. Chem. Soc. 2005, 127, 15 344-15 345.
4. a) S. J. Gould, N. Tamayo, C. R. Melville, M. C. Cone, J. Am. Chem. Soc. 1994, 116, 2207-2208;
5. b) S. Mithani, G. Weeratunga, N. J. Taylor, G. I. Dmitrienko, J. Am. Chem. Soc. 1994, 116, 2209-2210.
6. G. Lin, R. Hong, J. Org. Chem. 2001, 66, 2877-2880.
7. a) T. Imamoto, N. Takiyama, K. Nakamura, T. Hatajima, Y. Kamiya, J. Am. Chem. Soc. 1989, 111, 4392-4398;
8. b) H.-J. Liu, K.-S. Shia, X. Shang, B.-Y. Zhu, Tetrahedron 1999, 55, 3803-3830.
9. K. S. Ravikumar, Y. M. Zhang, J.-P. Bégué, D. Bonnet-Delpon, Eur. J. Org. Chem. 1998, 2937-2940.
10. a) A. Padwa, D. E. Gunn, Jr., M. H. Osterhout, Synthesis 1997, 1353-1377;
11. b) S. K. Bur, A. Padwa, Chem. Rev. 2004, 104, 2401-2432.
12. CCDC 292940 (22) and 292941 (15) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data_request/cif.
13. F. E. Ziegler, A. Kneisley, Tetrahedron Lett. 1987, 28, 1725-1728.