Highly Diastereoselective Cycloisomerization of Acyclic Trienones. the Interrupted Nazarov Reaction

Journal of Organic Chemistry

Volumn 63, Issue 8, 1998, Pages 2430-2431

  Bender, John A ^a   Blize, Alan E ^a   Browder, Cindy C ^a   Giese, Sören ^a   West, F G ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0345520231     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9803030     Document Type: Article

References (26)

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7. Examples: (a) Mehta, G.; Rao, K. S.; Reddy, M. S. J. Chem. Soc., Perkin Trans. 1 1991, 693. (b) Wender, P. A.; Correira, C. R. D. J. Am. Chem. Soc. 1987, 709, 2523. (c) Amupitan, J. A.; Scovell, E. G.; Sutherland, J. K. J. Chem. Soc., Perkin Trans. 1 1983, 755. (d) Johnson, W. S.; Daub, G. W.; Lyle, T. A.; Niwa, M. J. Am. Chem. Soc. 1980, 102, 7800. (e) Lansbury, P. T.; Demmin, T. R.; DuBois, G. E.; Haddon, V. R. J. Am. Chem. Soc. 1975, 97, 394.
8. Examples: (a) Mehta, G.; Rao, K. S.; Reddy, M. S. J. Chem. Soc., Perkin Trans. 1 1991, 693. (b) Wender, P. A.; Correira, C. R. D. J. Am. Chem. Soc. 1987, 709, 2523. (c) Amupitan, J. A.; Scovell, E. G.; Sutherland, J. K. J. Chem. Soc., Perkin Trans. 1 1983, 755. (d) Johnson, W. S.; Daub, G. W.; Lyle, T. A.; Niwa, M. J. Am. Chem. Soc. 1980, 102, 7800. (e) Lansbury, P. T.; Demmin, T. R.; DuBois, G. E.; Haddon, V. R. J. Am. Chem. Soc. 1975, 97, 394.
9. Examples: (a) Mehta, G.; Rao, K. S.; Reddy, M. S. J. Chem. Soc., Perkin Trans. 1 1991, 693. (b) Wender, P. A.; Correira, C. R. D. J. Am. Chem. Soc. 1987, 709, 2523. (c) Amupitan, J. A.; Scovell, E. G.; Sutherland, J. K. J. Chem. Soc., Perkin Trans. 1 1983, 755. (d) Johnson, W. S.; Daub, G. W.; Lyle, T. A.; Niwa, M. J. Am. Chem. Soc. 1980, 102, 7800. (e) Lansbury, P. T.; Demmin, T. R.; DuBois, G. E.; Haddon, V. R. J. Am. Chem. Soc. 1975, 97, 394.
10. Examples: (a) Mehta, G.; Rao, K. S.; Reddy, M. S. J. Chem. Soc., Perkin Trans. 1 1991, 693. (b) Wender, P. A.; Correira, C. R. D. J. Am. Chem. Soc. 1987, 709, 2523. (c) Amupitan, J. A.; Scovell, E. G.; Sutherland, J. K. J. Chem. Soc., Perkin Trans. 1 1983, 755. (d) Johnson, W. S.; Daub, G. W.; Lyle, T. A.; Niwa, M. J. Am. Chem. Soc. 1980, 102, 7800. (e) Lansbury, P. T.; Demmin, T. R.; DuBois, G. E.; Haddon, V. R. J. Am. Chem. Soc. 1975, 97, 394.
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22. 2.
23. A similar hemiketal product was observed as a side product during diene trapping of an alkoxyallyl cation: Harmata, M.; Elomari, S.; Barnes, C. L. J. Am. Chem. Soc. 1996, 118, 2860.
24. See, for example: (a) Denmark, S. E.; Habermas, K. L.; Kite, G. A. Helv. Chim. Acta 1988, 71, 168. (b) Mehta, G.; Krishnamurthy, N. J. Chem. Soc., Chem. Commun. 1986, 1319. (c) Crisp, G. T.; Scott, W. J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 7500.
25. See, for example: (a) Denmark, S. E.; Habermas, K. L.; Kite, G. A. Helv. Chim. Acta 1988, 71, 168. (b) Mehta, G.; Krishnamurthy, N. J. Chem. Soc., Chem. Commun. 1986, 1319. (c) Crisp, G. T.; Scott, W. J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 7500.
26. See, for example: (a) Denmark, S. E.; Habermas, K. L.; Kite, G. A. Helv. Chim. Acta 1988, 71, 168. (b) Mehta, G.; Krishnamurthy, N. J. Chem. Soc., Chem. Commun. 1986, 1319. (c) Crisp, G. T.; Scott, W. J.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 7500.