The furan approach to carbocyclic systems. Synthesis of cyclohexane derivatives from butenolides through an intramolecular Michael addition

Tetrahedron Letters

Volumn 46, Issue 35, 2005, Pages 5819-5822

  Gómez, Generosa ^a   Rivera, Hilda ^a   García, Isela ^a   Estévez, Laura ^a   Fall, Yagamare ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

Butenolide; Carbocyclization; Furan; Michael addition; Singlet oxygen

Indexed keywords

BUTENOLIDE; CYCLOHEXANE; FURAN DERIVATIVE; SINGLET OXYGEN;

ARTICLE; MICHAEL ADDITION; OXIDATION; SUBSTITUTION REACTION; SYNTHESIS;

EID: 23044464485     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.06.137     Document Type: Article

References (22)

1. P. Perlmutter Conjugate Addition Reactions in Organic Synthesis Tetrahedron Organic Chemistry Series Vol. 9 1992 Pergamon Oxford
2. F. Farina, M.C. Maestro, M.R. Martin, M.V. Martin, and F. Sanchez J. Chem. Res., Synop. 2 1984 44 45
3. A. Pelter, R.S. Ward, and N.P. Storer Tetrahedron 50 1994 10829 10838
4. E.M. Geertsema, C.W. Leung, A. van Oeveren, A. Meetsma, and B.L. Feringa Tetrahedron Lett. 36 1995 7315 7318
5. R.D. Little, M.R. Masjedizadeh, O. Wallquist, and J.I. Mcloughlin Org. React. 47 1995 315 552
6. JP patent 89-300747.
7. F.-A. Kang, Z.-Q. Yu, H.-Y. Yin, and C.-L. Yin Tetrahedron: Asymmetry 8 1997 3591 3596
8. C. Jousse-Karinthi, F. Zouhiri, J. Mahuteau, and D. Desmaële Tetrahedron 59 2003 2093 2099
9. C. Mukai, R. Ukon, and N. Kuroda Tetrahedron Lett. 44 2003 1583 1586
10. B. Giese, B. Kopping, T. Gobel, J. Dickhaut, G. Thoma, K.J. Kulicke, and F. Trach Org. React. 48 1996 301 856
11. M.E. Briggs, M. El Qacemi, C. kalaï, and S.Z. Zard Tetrahedron Lett. 45 2004 6017 6020
12. Y. Fall, G. Gómez, and C. Fernández Tetrahedron Lett. 40 1999 8307 8308
13. Y. Fall, B. Vidal, D. Alonso, and G. Gómez Tetrahedron Lett. 44 2003 4467 4469
14. M. Pérez, P. Canoa, G. Gómez, C. Terán, and Y. Fall Tetrahedron Lett. 45 2004 5207 5209
15. M. Pérez, P. Canoa, G. Gómez, M. Teijeira, and Y. Fall Synthesis 2005 411 414
16. D. Alonso, M. Pérez, G. Gómez, B. Covelo, and Y. Fall Tetrahedron 61 2005 2021 2026
17. 13C NMR, analytical, and/or high resolution mass spectral data.
18. J. Pérez-Sestelo, J.L. Mascareñas, L. Castedo, and A. Mouriño J. Org. Chem. 58 1993 118 123
19. 2).
20. J. Yu, H.-S. Cho, and J.R. Falck J. Org. Chem. 58 1993 5892 5894
21. J. Yu, H.-S. Cho, S. Chandrasekhar, and J.R. Falck Tetrahedron Lett. 20 1994 5437 5440
22. S.D. Rychnovsky, and L.R. Takaoka Angew. Chem., Int. Ed. 42 2003 818 820