Synthesis of aza-muricatacin : An analogue of the bioactive muricatacin an acetogenin of annonaceae

Tetrahedron Letters

Volumn 38, Issue 13, 1997, Pages 2259-2262

  Baussanne, Isabelle ^a   Schwardt, Oliver ^a   Royer, Jacques ^a   Pichon, Marianne ^b   Figadère, Bruno ^b   Cavé, André ^b  

^a CNRS   (France)

^b UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ACETOGENIN; AZAMURICATACIN; CYTOTOXIC AGENT; MURICATACIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG PURIFICATION; DRUG SYNTHESIS; ENANTIOMER; HUMAN; HUMAN CELL; IN VITRO STUDY; METHODOLOGY; NONHUMAN; REACTION ANALYSIS; STEREOCHEMISTRY; TUMOR CELL;

EID: 0031592596     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00292-X     Document Type: Article

References (13)

1. 1 Rieser, M. J.; Kozlowski, J. F.; Wood, K. V.; McLaughlin, J. L.; Tetrahedron Lett., 1991, 32, 1137-1140.
2. 2 a) Figadère, B.; Acc. Chem. Res., 1995, 28, 359-366, and references therein;
3. b) Somfai, P.; J. Chem. Soc. Perkin Trans I, 1995, 817-819;
4. c) Bonini, C.; Federici, C.; Rossi, L.; Righi, G.; J. Org. Chem., 1995, 60, 4803-4812;
5. d) van Aar, M. P. M.; Thijs, L.; Zwanenburg, B.; Tetrahedron, 1995, 51, 11223-11234;
6. e) Quayle, P.; Rahman, S.; Tetrahedron Lett., 1995, 36, 8037-8038.
7. 3 Figadère, B.; Harmange, J.-C.; Laurens, A.; Cavé, A.; Tetrahedron Lett., 1991, 32, 7539-7542.
8. 4 Baussanne, I.; Royer, J.; Tetrahedron Lett., 1996, 37, 1213-1216
9. 5 3b was only 90% pure and contained some epimeric compound 3a. Complete separation of diastereomers was obtained on purification on the next step.
10. 6 Abe, N.; Fujisaki, F.; Sumoto, K.; Miyano, S.; Chem. Pharm. Bull. 1991, 39, 1167-1170.
11. +).
12. 4 reductions of 3-keto-2-methyl esters, see : Fujii, H.; Oshima, K.; Utimoto, K.; Tetrahedron Lett., 1991, 32, 6147-6150.
13. 9 Ookawa, A.; Soai, K.; J. Chem. Soc. Perkin Trans I, 1987, 1465-1471.