A facile synthesis of an oxatricyclic trans-syn-trans-substituted oxepanyl framework

Tetrahedron Letters

Volumn 38, Issue 33, 1997, Pages 5853-5856

  Manta, Eduardo ^a   Scarone, Laura ^a   Hernández, Gonzalo ^a   Mariezcurrena, Raul ^a   Suescun, Leopoldo ^a   Brito, Iván ^b   Brouard, Ignacio ^c   González, M Carmen ^c   Pérez, Ricardo ^c   Martín, Julio D ^c  

^a UNIVERSIDAD DE LA REPÚBLICA   (Uruguay)

^b UNIVERSIDAD DE ANTOFAGASTA   (Chile)

^c INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

OXEPANE DERIVATIVE; POLYETHER DERIVATIVE;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 19244386762     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01302-6     Document Type: Article

References (17)

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3. (b) Sasaki, M.; Inoue, M.; Tachibana, K. J. Org. Chem. 1994, 59, 715-717.
4. (c) Tanaka, S.; Isobe, M. Tetrahedron Lett. 1994, 35, 7801-7804.
5. (d) For a review, see: Alvarez, E.; Candenas, M.L.; Pérez, R.; Ravelo, J.L.; Martín, J.D. Chem. Rev. 1995, 95, 1953-1980.
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7. Alvarez, E.; Díaz, M.T.; Pérez, R.; Martín, J.D. Tetrahedron Lett. 1991, 32, 2241-2244.
8. All new compounds reported herein have been fully characterized by IR, high-field 1H and 13C NMR, high-resolution mass spectrometry and combustion analysis. The stereochemical assignments are reliably based on extensive NOE studies.
9. 1/n (# 14), Z = 4. The final discrepancy index was R = 0.095 for 1260 observed reflections [I ≥ 3σ(I), 3° ≤ 2θ ≤ 116°].
10. Details of the crystal structures determination may be obtained from the Director of the Cambridge Crystallographic Data Center, University of Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW (UK) on quoting the full journal citation.
11. 2).
12. Wharton, P.S. J. Org. Chem. 1961, 26, 4781-4782.
13. 1/C, Z = 4. The final discrepance index was R = 0.071 for 467 observed reflections [I ≥ 1.5σ, 3° ≤ 2θ ≤ 110°].
14. Gorzynski-Smith, J. Synthesis 1984, 629-656.
15. 1/n, Z = 4. The final discrepance index was R = 0.036 for 3998 observed reflections [I > 2σ(I)].
16. 6: C, 61.52; H, 7.74. Found: C, 61.66; H, 7.56.
17. 4: C, 44.22; H, 5.53. Found: C, 44.32; H, 5.55.