Three partners of a one pot palladium-mediated synthesis of various tetrahydrofurans

Tetrahedron Letters

Volumn 38, Issue 10, 1997, Pages 1763-1766

  Cavicchioli, M ^a   Sixdenier, E ^a   Derrey, A ^a   Bouyssi, D ^a   Balme, G ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PALLADIUM; TETRAHYDROFURAN DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; STEREOISOMERISM;

EID: 0031562486     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00195-0     Document Type: Article

References (17)

1. 1. a) Doblem, M. Ionophores and their structures; Wiley-Interscience: New Yorck, 1981.
2. b) Westley, J.W.,Ed. Polyether Antibiotics ; Marcel Dekker : New York, 1982; Vols, I and II.
3. c) Erickson, K.L. In Marine Natural Products ; Scheuer, P. J., Ed. academic Press: New York, 1983; Vol. 5, Chapter 4, pp 131-257
4. 2. For recent reviews on cyclic ether syntheses see : a) Boivin, T. Tetrahedron, 1987, 43, 3309-3362;
5. b) Moody, C.J.; Davies, M. In Studies in Natural Product Chemistry; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1992; Vol. 10, pp 201-239.
6. c) Harmange, J.-C.; Figadere, B. Tetrahedron Asymmetry ,1995, 993, 4, 1711-1756;
7. d) Alvarez, E.; Candenas, M.-L.; Perez, R.; Ravelo, J.L.; Martin, J.D. Chem. Rev. 1995, 95, 1953-1972.
8. 3. For example : a) Hojo, M.; Ohkuma, M. ; Ishibashi, N. ; Hosomi, A. Tetrahedron Letters, 1993, 34, 5943-5946.
9. b) Jauch, J.; Schurig, V.Tetrahedron Letters, 1991, 32, 4687-4690.
10. 4. Fournet, G. ; Balme, G. ; Gore, J.; Van Hemelryck, B. Tetrahedron, 1990, 46, 7763-7774.. Balme, G. ; Bouyssi, D. ; Faure, R. ; Gore, J.; Van Hemelryck, B. Tetrahedron , 1992, 48, 3891-3902. Bouyssi, D. ;Balme, G. ; Fournet, G.; Monteiro, N ; Gore, J.; Tetrahedron Lett. 1991, 32, 1641-1644.
11. 4. Fournet, G. ; Balme, G. ; Gore, J.; Van Hemelryck, B. Tetrahedron, 1990, 46, 7763-7774.. Balme, G. ; Bouyssi, D. ; Faure, R. ; Gore, J.; Van Hemelryck, B. Tetrahedron , 1992, 48, 3891-3902. Bouyssi, D. ;Balme, G. ; Fournet, G.; Monteiro, N ; Gore, J.; Tetrahedron Lett. 1991, 32, 1641-1644.
12. 4. Fournet, G. ; Balme, G. ; Gore, J.; Van Hemelryck, B. Tetrahedron, 1990, 46, 7763-7774.. Balme, G. ; Bouyssi, D. ; Faure, R. ; Gore, J.; Van Hemelryck, B. Tetrahedron , 1992, 48, 3891-3902. Bouyssi, D. ;Balme, G. ; Fournet, G.; Monteiro, N ; Gore, J.; Tetrahedron Lett. 1991, 32, 1641-1644.
13. 5. Choudary, B.M.; Prabhakar Reddy, N.; Lakshmi Kantam M.; Jamil, Z. Tetrahedron Letters, 1985, 26, 6257-6258.
14. 6 R.F. Heck. Palladium reagents in organic synthesis. Academic press, New York 1985
15. 7. Further work is underway to elucidate the mechanism of formation of compounds of type 5
16. 2); 7.1-7.5 (m, 10H, ArH)
17. 9 Prepared by a Knoevenagel condensation between diethylmalonate and commercial 4-fluorobenzaldehyde, p-anisaldehyde and isobutyraldehyde.