Synthesis and chemistry of sesquibicyclo[2.2.2]octene and a Tetradecacyclic-caged sesquibicyclo[2.2.2]octene

Tetrahedron Letters

Volumn 39, Issue 44, 1998, Pages 8055-8058

  Marchand, Alan P ^a   Alihodžić, Sulejman ^a   Dong, Eric Zhiming ^a   Bott, Simon G ^b  

^a UNIVERSITY OF NORTH TEXAS   (United States)

^b University of Houston   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; POLYCARBOCYCLIC ALKENE DERIVATIVE; SESQUIBICYLO[2.2.2]OCTENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; DRUG STRUCTURE; DRUG SYNTHESIS; EPOXIDATION; X RAY CRYSTALLOGRAPHY;

EID: 0032578748     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01772-9     Document Type: Article

References (20)

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2. 2. Marchand, A. P.; Vidyasagar, V.; Watson, W. H.; Nagl, A.; Kashyap, R. P. J. Org. Chem. 1991, 56, 282.
3. 3. Marchand, A. P.; Liu, Z., Gadgil, V. R.; Burritt, A.; Bott, S. G. Tetrahedron Lett. 1995, 36, 5487.
4. 4. Bott, S. G.; Marchand, A. P.; Liu, Z. J. Chemical Crystollogr. 1995, 25, 417.
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7. (b) Albert, B; Elsässer, D.; Martin, H.-D.; Mayer, B.; Chow, T. J.; Marchand, A. P.; Ren, C.-T.; Paddon-Row, M. N. D. Chem. Ber. 1991, 124, 2871.
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9. 7. For a related study, see: Marchand, A. P.; Liu, Z., Gadgil, V. R.; Burritt, A.; Bott, S. G. Tetrahedron Lett. 1995, 36, 5487.
10. 8. A similar protocol has been employed to promote cationic rearrangements of spiro[adamantane-2,4'-homoadamantan'5'-ol]; see: (a) Gill, G. B.; Hands, D. Tetrahedron Lett. 1971, 181.
11. (b) Boelema, E.; Wynberg, H.; Strating, J. Tetrahedron Lett. 1971, 4029.
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15. (c) See also: Gassman, P. G.; Pape, P. G. J. Org. Chem. 1964, 29, 160.
16. 11. A synthesis of 8 has been reported previously; see: Slebocka-Tilk, H.; Motallebi, S.; Nagorski, R. W.; Turner, P.; Brown, R. S.; McDonald, R. J. Am. Chem. Soc. 1995, 117, 8769.
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