Synthetic studies on (-)-FR182877: construction of the ABCD ring system via the intramolecular cycloadditions (1)

Tetrahedron Letters

Volumn 48, Issue 37, 2007, Pages 6483-6487

  Suzuki, Takahiro ^a   Tanaka, Natsumi ^a   Matsumura, Takehiko ^a   Hosoya, Yosuke ^a   Nakada, Masahisa ^a  

^a WASEDA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; ANTINEOPLASTIC AGENT; FR 182877; UNCLASSIFIED DRUG;

ARTICLE; CYCLOADDITION; DIASTEREOISOMER; DIELS ALDER REACTION; DRUG SYNTHESIS; GEOMETRY; MOLECULAR DYNAMICS; STEREOCHEMISTRY;

ALNUS;

EID: 34547805538     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.051     Document Type: Article

References (25)

1. FR182877 was first named as WS9885B. Sato B., Muramatsu H., Miyauchi M., Hori Y., Takese S., Hino M., Hashimoto S., and Terano H. J. Antibiot. 53 (2000) 123-130
2. Sato B., Nakajima H., Hori Y., Hino M., Hashimoto S., and Terano H. J. Antibiot. 53 (2000) 204-206
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4. Yoshimura S., Sato B., Kinoshita T., Takase S., and Terano H. J. Antibiot. 55 (2002) C1
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19. Negishi E. Pure Appl. Chem. 53 (1981) 2333-2356 and references cited therein
20. Wipf P., and Lim S. Angew. Chem., Int. Ed. Engl. 32 (1993) 1068-1071
21. See Supplementary Data.
22. Paterson I., Yeung K.-S., and Smaill J.B. Synlett (1993) 774-776
23. Crystallographic data (excluding structure factors) for the structures in this Letter have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 650070. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 IEZ, UK [fax: +44 (0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk].
24. The substituents in the transition state models are omittted for clarity.
25. 1H NMR.