Synthesis of novel hydroperoxy-substituted 1,2,4,5-tetroxepanes and 1,2,4,5-tetroxocanes

Tetrahedron Letters

Volumn 39, Issue 36, 1998, Pages 6597-6600

  Nonami, Yuji ^a   Ushigoe, Yoshihiro ^a   Masuyama, Araki ^a   Nojima, Masatomo ^a   McCullough, Kevin J ^b  

^a OSAKA UNIVERSITY   (Japan)

^b HERIOT WATT UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1 METHYL 4 PHENYL 2,3,5,6 TETROXOCANYL HYDROPEROXIDE; ACETAL DERIVATIVE; ACETIC ACID; ALLYL COMPOUND; ETHER DERIVATIVE; HYDROPEROXIDE DERIVATIVE; OXEPANE DERIVATIVE; OZONE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ANTIMALARIAL ACTIVITY; ARTICLE; CRYSTAL STRUCTURE; DRUG SYNTHESIS; ENTROPY; NUCLEAR OVERHAUSER EFFECT; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

EID: 0032171321     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01375-6     Document Type: Article

References (20)

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11. 4. Ushigoe, Y.; Torao, Y.; Masuyama, A.; Nojima M. J. Org. Chem. 1997, 62, 4949.
12. -6 respectively with selectivities of >100 and 24 respectively; Tuchiya, K.; Masuyama, A.; Nojima, M. unpublished results.
13. 6. Vennerstrom, J. L.; Fu, H.-N.; Ellis, W. Y.; Ager, A. L. Jr.; Wood, J. K.; Andersen, S. L.; Gerena, L.; Milhous, W. K. J. Med. Chem. 1992, 35, 3023.
14. 4: C, 65.53; H, 7.61. Found: C, 65.63; H, 7.51
15. 13C NMR δ 14.05, 19.37, 19.50, 21.39, 22.57, 24.37, 27.53, 28.97, 29.02, 31.63, 35.64, 88.37, 110.98, 113.26.
16. 13C NMR δ 22.46, 35.91, 73.55, 108.61, 112.33, 126.92, 127.08, 129,03, 132.10, 142.14.
17. 6: C, 54.54; H, 5.83. Found: C, 54.37; H, 5.60.
18. 2 were 0.039 and 0.113 respectively for 1672 data with I>2σ(I).
19. 12. SHELXTL/PC (Vers 5.03), Sheldrick, G.M. Siemens Analytical X-ray Instruments Inc., Madison, WI, USA.
20. 6: C, 51.28; H, 7.69. Found: C, 51.00; H, 7.80.