A novel approach to the synthesis of bicyclic lactones via an interrupted nazarov reaction of gem-divinyl dihydrofurans

Organic Letters

Volumn 4, Issue 17, 2002, Pages 2821-2823

  Nair, Vijay ^a   Bindu, S ^a   Sreekumar, V ^a   Chiaroni, Angele ^b  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTANE DERIVATIVE; CYCLOPENTANONE; FURAN DERIVATIVE; FUSED HETEROCYCLIC RINGS; LACTONE; VINYL DERIVATIVE;

ARTICLE; CHEMISTRY; CYCLIZATION; SYNTHESIS;

BICYCLO COMPOUNDS, HETEROCYCLIC; CYCLIZATION; CYCLOPENTANES; FURANS; LACTONES; VINYL COMPOUNDS;

EID: 0038559303     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026010h     Document Type: Article

References (17)

1. Reviews: (a) Denmark, S. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, p 751.
2. (b) Habermas, K. L.; Denmark, S. E.; Jones, T. K. Org. React. 1994, 45, 1.
3. (a) Denmark, S. E.; Jones, T. K. J. Am. Chem. Soc. 1982, 104, 2642.
4. (b) Denmark, S. E.; Wallace, M. A.; Walker, C. B., Jr. J. Org. Chem. 1990, 55, 5543 and references therein.
5. (a) Bender, J. A.; Blize, A. E.; Browder, C. C.; Giese, S.; West, F. G. J. Org. Chem. 1998, 63, 2430.
6. (b) Giese, S.; West, F. G. Tetrahedron Lett. 1998, 39, 8393.
7. (c) Wang, Y.; Arif, A. M.; West, F. G. J. Am. Chem. Soc. 1999, 121, 876.
8. (d) Browder, C. C.; West, F. G. Synlett 1999, 1363.
9. (e) Bender, J. A.; Arif, A. M.; West, F. G. J. Am. Chem. Soc. 1999, 121, 7443.
10. (f) Giese, S.; Kastrup, L.; Steins, D.; West, F. G. Angew. Chem., Int. Ed. 2000, 39, 1970.
11. (g) Browder, C. C.; Marmsãter, F. P.; West, F. G. Org. Lett. 2001, 3, 3033.
12. Nair, V.; Bindu, S.; Balagopal, L. Tetrahedron Lett. 2001, 2043.
13. Warkentin, J. J. Chem. Soc., Perkin Trans. 1 2000, 2161 and references therein.
14. 6: C, 60.90; H, 3.83. Found: C, 61.26; H, 3.93.
15. Ravi, S.; Laxman, A. J. Indian J. Chem., Sect. B 2001, 40, 443.
16. Hartmut, T.; Herbert, B. Phytochemistry 1980, 19, 1866.
17. Grubbs, R. H.; Choi, T. L. Chem. Commun. 2001, 2648.