Diels-Alder reactions of (Z)-ethyl 3-[(1-ethoxycarbonyloxy-2-methoxy)ethenyl]-2-(ethoxycarbonyloxy)indole-1- carboxylate. Synthesis of the carbazole alkaloid carbazomycin B

Tetrahedron

Volumn 52, Issue 8, 1996, Pages 3029-3036

  Beccalli, Egle M ^a   Marchesini, Alessandro ^a   Pilati, Tullio ^b  

^a UNIVERSITY OF MILAN   (Italy)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BETULACEAE;

ALKALOID; CARBAZOLE DERIVATIVE; CARBAZOMYCIN B; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030023985     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01120-X     Document Type: Article

References (14)

1. Beccalli, E.M.; Marchesini, A. Synth. Commun. 1993, 23, 2945.
2. Pindur, U.; Pfeuffer, L. Heterocycles 1987, 26, 325.
3. (a) Sakano, K.-I.; Ishimaru, K.; Nakamura, S. J. Antibiot. 1980, 33, 683.
4. (b) Sakano, K.-I.; Nakamura, S. J. Antibiot. 1980, 33, 961.
5. (c) Kaneda, M.; Sakano, K.-I.; Nakamura, S.; Kushi, Y.; Litaka, Y. Heterocycles 1981, 15, 993.
6. Hook, D.J.; Yacobucci, J.J.; O'Connor, S.; Lee, M.; Kerns, E.; Krishnan, B.; Matson, J.; Hesler, G. J. Antibiot. 1990, 53, 1347.
7. (a) Knolker, H.-J.; Bauermeister, M.; Blaser, D.; Boese, R.; Pannek, J.-B. Angew. Chem. Int. Ed. Engl. 1989, 28, 223.
8. (b) Knolker, H.-J.; Bauermeister, M. J. Chem. Soc. Chem. Comm. 1989, 1648.
9. (c) Moody, C.-J.; Shah, P. J. Chem. Soc. Perkin Trans I 1989, 376.
10. (d) Moody, C.J.; Shah, P. J. Chem. Soc. Perkin Trans I 1989, 2463.
11. (e) Clive, D.L.J.; Eltkin, N.; Joseph, T.; Lown, J.W. J. Org. Chem. 1993, 58, 2442.
12. Crystallographic details have been deposited with Cambridge Crystallographic Data Centre, Lensfield, Cambridge CB 2 1EW, England.
13. Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Burla, M.C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435.
14. Shedrick, G.M. (1993) SHEXL93 Program of the refinement of crystal structures Univ. of Gottingen, Germany.