The first example of nazarov reactions of vinyl cumulenyl ketones

Organic Letters

Volumn 5, Issue 8, 2003, Pages 1171-1174

  Leclerc, Eric ^a,b   Tius, Marcus A ^a,b  

^a UNIVERSITY OF HAWAII   (United States)

^b UNIVERSITY OF HAWAII CANCER CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIN DEPENDENT KINASE INHIBITOR; ETHER DERIVATIVE; FURANYL CYLOPENTENONE; KETONE DERIVATIVE; NAKADOMARIN A; UNCLASSIFIED DRUG; VINYL DERIVATIVE; CYCLOPENTANE DERIVATIVE; CYCLOPENTENONE; FURAN DERIVATIVE; KETONE;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; ISOMERISM; NAZAROV REACTION; CHEMISTRY; SYNTHESIS;

CYCLOPENTANES; ETHERS; FURANS; ISOMERISM; KETONES; VINYL COMPOUNDS;

EID: 0037587486     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol034110x     Document Type: Article

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34. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
35. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
36. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
37. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
38. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
39. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
40. For some syntheses of cumulenes, see: (a) Aurrecoechea, J. M.; Pérez, E.; Solay, M. J. Org. Chem. 2001, 66, 564. (b) Le Strat, F.; Maddaluno, J. Tetrahedron Lett. 2000, 41, 5367. (c) Wang, K. K.; Liu, B.; Lu, Y.-d. J. Org. Chem. 1995, 60, 1885. (d) Wang, X.; Ramos, B.; Rodriguez, A. Tetrahedron Lett. 1994, 35, 6977. (e) Saito, I.; Yamaguchi, K.; Nagata, R.; Murahashi, E. Tetrahedron Lett. 1990, 31, 7469. (f) Ziegler, C. B., Jr. J. Org. Chem. 1990, 55, 2983. (g) Nader, F. W.; Wacker, C.-D. Angew. Chem., Int. Ed. Engl. 1985, 24, 851. (h) Arnold, R. D.; Baldwin, J. E.; Ziegler, C. B., Jr. J. Chem. Soc., Chem. Commun. 1984, 152. (i) Saalfrank, R. W.; Welch, A.; Haubner, M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2709. (j) Bienz, S.; Enev, V.; Huber, P. Tetrahedron Lett. 1994, 35, 1161.
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