Synthesis of the Pseudopterane and Furanocembrane Ring Systems by Intraannular Cyclization of β- and γ-Alkynyl Allylic Alcohols

Journal of Organic Chemistry

Volumn 59, Issue 7, 1994, Pages 1703-1708

  Marshall, James A ^a   DuBay, William J ^a  

^a UNIVERSITY OF SOUTH CAROLINA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000847195     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00086a018     Document Type: Article

References (23)

1. Marshall, J. A.; DuBay, W. J. J. Org. Chem. 1993, 58, 3435.
2. Look, S. A.; Burch, M. T.; Fenical, W.; Wi-tai, Z.; Clardy, J. J. Org. Chem. 1985, 50, 574.
3. Williams, D.; Andersen, R. J.; Van Duyne, G. D.; Clardy, J. J. Org. Chem. 1987, 52, 332.
4. Chan, W. R.; Tinto, W. F.; Laydoo, R.S.; Manchaud, P. S.; Reynolds, W. F.; McLean, S. J. Org. Chem. 1991, 56, 1773.
5. Kando, A.; Ochi, T.; Tokoroyama, T.; Siro, M. Chem. Lett. 1987, 1491.
6. Paterson, I.; Gardner, M.; Banks, B. J. Tetrahedron Lett. 1989, 45, 5283.
7. Astley, M. P.; Pattenden, G. Synlett. 1991, 335.
8. Paquette, L. A. Chemtracts: Org. Chem. 1992, 5, 141.
9. Marshall, J. A.; Wang, X-j. J. Org. Chem. 1991, 56, 960.
10. Cousseau, J. Synthesis 1980, 805.
11. Sonogashiro, K.; Tohda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 4467.
12. Lange, G. L.; Gottardo, C. Synth. Commun. 1990, 20, 1473.
13. Mancuso, A. J.; Swern, D. Synthesis 1981, 165.
14. Blanchette, M. A.; Choy, W.; Davis, J. T.; Essenfeld, A. P.; Masamune, S.; Roush, W. R.; Sakai, T. Tetrahedron Lett. 1984, 2183.
15. Marshall, J. A.; DeHoff, B. S. Tetrahedron 1987, 43, 4860.
16. Mohamadi, F.; Richards, N. G. J.: Guida, W. C.; Liskamp, R.; Lipton, M.; Caulfield, C.; Chang, G.; Henrickson, T.; Still, W. C., J. Comput. Chem. 1990, 11, 440.
17. Chang, G.; Guida, W. C.; Still, W. C., J. Am. Chem. Soc. 1989, 111, 4379.
18. McMurray, J. E.; Dushin, R. G. J. Am. Chem. Soc. 1990, 112, 6942.
19. Johnson, W. S.; Werthemann, L.; Bartlett, W. R.; Brocksom, T. J.; Li, T. J. Am. Chem. Soc. 1970, 92, 741.
20. Boger, D. L.; Curran, T. T. J. Org. Chem. 1992, 57, 2236.
21. Astley, M. P.; Pattenden, G. Synthesis 1992, 101.
22. Marshall, J. A., Welmaker, G. S.; Gung, B. W. J. Am. Chem. Soc. 1991, 56, 647.
23. Teulade, M. P.; Savignac, P. J. Organomet. Chem. 1986, 312, 283.