A concise synthesis of ortho-condensed oxane-oxene, oxepene, oxocene and oxonene ring systems

Tetrahedron Letters

Volumn 37, Issue 16, 1996, Pages 2865-2868

  Alvarez, Eleuterio ^a   Delgado, Mercedes ^a   Díaz, María Teresa ^a   Hanxing, Liu ^a   Pérez, Ricardo ^a   Martín, Julio D ^a  

^a UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CIGUATOXIN; OXEPANE DERIVATIVE; OXOCENE DERIVATIVE; OXONENE DERIVATIVE; PYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0029979532     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00408-X     Document Type: Article

References (10)

1. For our recent stereoselective synthesis of several ciguatoxin frameworks, see: Alvarez, E.; Díaz, M.T.; Pérez, R.; Ravelo, J.L.; Regueiro, A.; de Vera, J.A.; Zurita, D.; Martín, J.D. J. Org. Chem. 1994, 59, 2848.
2. For an overview, see: Yasumoto, T.; Murata, M. Chem. Rev. 1993, 93, 1897.
3. For an extensive review of the Ramberg Bäcklund reaction, see: Clough, J.M. In "Comprehensive Organic Synthesis"; Trost, B.M., Fleming, Y., Pattenden, G. Eds.; Pergamon Press: Oxford, 1991; Vol. 3, pp 861-886.
4. Alvarez, E.; Díaz, M.T.; Hanxing, L.; Martín, J.D. J. Am. Chem. Soc. 1995, 117, 1437.
5. All new compounds exhibited satisfactory spectral and exact mass data. Yields have not been maximized and refer to spectroscopically and chromatographically homogeneous materials.
6. Kerwin, S.M. Tetrahedron Lett. 1994, 35, 1023. Tan, L.C.; Pagni, R.M.; Kabalta, G.W.; Hillmyer, M.; Woosley, J. Tetrahedron Lett. 1992, 33, 7709. Czech, B.; Quici, S.; Regen, S.L. Synthesis 1980, 113.
7. Kerwin, S.M. Tetrahedron Lett. 1994, 35, 1023. Tan, L.C.; Pagni, R.M.; Kabalta, G.W.; Hillmyer, M.; Woosley, J. Tetrahedron Lett. 1992, 33, 7709. Czech, B.; Quici, S.; Regen, S.L. Synthesis 1980, 113.
8. Kerwin, S.M. Tetrahedron Lett. 1994, 35, 1023. Tan, L.C.; Pagni, R.M.; Kabalta, G.W.; Hillmyer, M.; Woosley, J. Tetrahedron Lett. 1992, 33, 7709. Czech, B.; Quici, S.; Regen, S.L. Synthesis 1980, 113.
9. Brown, H.C.; Ratke, M.W.; Rogic, M.M. J. Am. Chem. Soc. 1968, 90, 5038.
10. 3) δ 79.6 (d), 77.7 (d), 68.1 (t), 67.7 (t), 32.6 (t), 31.5 (t), 29.3 (t), 29.2 (t), 28.0 (t), 26.3 (t), 25.4(t).