A novel ruthenium-catalysed tandem diyne cycloisomerisation - Cross metathesis process

Chemical Communications

Volumn , Issue 3, 1999, Pages 237-238

  Stragies, Roland ^a   Schuster, Matthias ^a   Blechert, Siegfried ^a  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALKYNE DERIVATIVE; CYCLOALKANE DERIVATIVE; HETEROCYCLIC COMPOUND; RUTHENIUM;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ISOMERISM; SYNTHESIS;

EID: 0033531371     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a807843b     Document Type: Article

References (28)

1. General reviews on olefin metathesis: R. H. Grubbs and S. Chang, Tetrahedron, 1998, 54, 4413; M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2124; Angew. Chem., Int. Ed. Engl., 1997, 36, 2036; K. J. Ivin and J. C. Mol, Olefin Metathesis and Metathesis Polymerisation, Academic Press, New York, 1997.
2. General reviews on olefin metathesis: R. H. Grubbs and S. Chang, Tetrahedron, 1998, 54, 4413; M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2124; Angew. Chem., Int. Ed. Engl., 1997, 36, 2036; K. J. Ivin and J. C. Mol, Olefin Metathesis and Metathesis Polymerisation, Academic Press, New York, 1997.
3. General reviews on olefin metathesis: R. H. Grubbs and S. Chang, Tetrahedron, 1998, 54, 4413; M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2124; Angew. Chem., Int. Ed. Engl., 1997, 36, 2036; K. J. Ivin and J. C. Mol, Olefin Metathesis and Metathesis Polymerisation, Academic Press, New York, 1997.
4. General reviews on olefin metathesis: R. H. Grubbs and S. Chang, Tetrahedron, 1998, 54, 4413; M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2124; Angew. Chem., Int. Ed. Engl., 1997, 36, 2036; K. J. Ivin and J. C. Mol, Olefin Metathesis and Metathesis Polymerisation, Academic Press, New York, 1997.
5. Reviews emphasizing RCM and its application in organic synthesis: R. H. Grubbs, S. J. Miller and G. C. Fu, Acc. Chem. Res., 1995, 28, 446; S. K. Armstrong, J. Chem. Soc., Perkin Trans. 1, 1998, 371.
6. Reviews emphasizing RCM and its application in organic synthesis: R. H. Grubbs, S. J. Miller and G. C. Fu, Acc. Chem. Res., 1995, 28, 446; S. K. Armstrong, J. Chem. Soc., Perkin Trans. 1, 1998, 371.
7. Cross metatheses of alkynes has been reported before ref. 5: D. Villemin and P. Cadiot, Tetrahedron Lett., 1982, 23, 5139; N. Kaneta, K. Hikichi, S. Asaka, M. Uemura and M. Mori, Chem. Lett., 1995, 1055; J. Sancho and R. R. Schrock, J. Mol. Catal., 1982, 15, 75; R. R. Schrock, Polyhedron, 1995, 22, 3177.
8. Cross metatheses of alkynes has been reported before ref. 5: D. Villemin and P. Cadiot, Tetrahedron Lett., 1982, 23, 5139; N. Kaneta, K. Hikichi, S. Asaka, M. Uemura and M. Mori, Chem. Lett., 1995, 1055; J. Sancho and R. R. Schrock, J. Mol. Catal., 1982, 15, 75; R. R. Schrock, Polyhedron, 1995, 22, 3177.
9. Cross metatheses of alkynes has been reported before ref. 5: D. Villemin and P. Cadiot, Tetrahedron Lett., 1982, 23, 5139; N. Kaneta, K. Hikichi, S. Asaka, M. Uemura and M. Mori, Chem. Lett., 1995, 1055; J. Sancho and R. R. Schrock, J. Mol. Catal., 1982, 15, 75; R. R. Schrock, Polyhedron, 1995, 22, 3177.
10. Cross metatheses of alkynes has been reported before ref. 5: D. Villemin and P. Cadiot, Tetrahedron Lett., 1982, 23, 5139; N. Kaneta, K. Hikichi, S. Asaka, M. Uemura and M. Mori, Chem. Lett., 1995, 1055; J. Sancho and R. R. Schrock, J. Mol. Catal., 1982, 15, 75; R. R. Schrock, Polyhedron, 1995, 22, 3177.
11. A. Kinoshita and M. Mori, Synlett, 1994, 1020; A. Kinoshita and M. Mori, J. Org. Chem., 1996, 61, 8356; S.-H. Kim, W. J. Zuercher, N. B. Bowden and R. H. Grubbs, J. Org. Chem., 1996, 61, 1073; W. J. Zuercher, M. Scholl and R. H. Grubbs, J. Org. Chem., 1998, 63, 4291.
12. A. Kinoshita and M. Mori, Synlett, 1994, 1020; A. Kinoshita and M. Mori, J. Org. Chem., 1996, 61, 8356; S.-H. Kim, W. J. Zuercher, N. B. Bowden and R. H. Grubbs, J. Org. Chem., 1996, 61, 1073; W. J. Zuercher, M. Scholl and R. H. Grubbs, J. Org. Chem., 1998, 63, 4291.
13. A. Kinoshita and M. Mori, Synlett, 1994, 1020; A. Kinoshita and M. Mori, J. Org. Chem., 1996, 61, 8356; S.-H. Kim, W. J. Zuercher, N. B. Bowden and R. H. Grubbs, J. Org. Chem., 1996, 61, 1073; W. J. Zuercher, M. Scholl and R. H. Grubbs, J. Org. Chem., 1998, 63, 4291.
14. A. Kinoshita and M. Mori, Synlett, 1994, 1020; A. Kinoshita and M. Mori, J. Org. Chem., 1996, 61, 8356; S.-H. Kim, W. J. Zuercher, N. B. Bowden and R. H. Grubbs, J. Org. Chem., 1996, 61, 1073; W. J. Zuercher, M. Scholl and R. H. Grubbs, J. Org. Chem., 1998, 63, 4291.
15. A. Fürstner and G. Seidel, Angew. Chem., 1998, 110, 1758; Angew. Chem., Int. Ed., 1998, 37, 1734.
16. A. Fürstner and G. Seidel, Angew. Chem., 1998, 110, 1758; Angew. Chem., Int. Ed., 1998, 37, 1734.
17. R. Stragies, M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2628; Angew. Chem., Int. Ed. Engl., 1997, 36, 2518.
18. R. Stragies, M. Schuster and S. Blechert, Angew. Chem., 1997, 109, 2628; Angew. Chem., Int. Ed. Engl., 1997, 36, 2518.
19. For example, see: J.-U. Peters and S. Blechert, Chem. Commun., 1997, 1983.
20. O. Brümmer, A. Rückert and S. Blechert, Chem. Eur. J., 1997, 3, 441; W. E. Crowe, D. R. Goldberg and Z. J. Zhang, Tetrahedron Lett., 1996, 37, 2117.
21. O. Brümmer, A. Rückert and S. Blechert, Chem. Eur. J., 1997, 3, 441; W. E. Crowe, D. R. Goldberg and Z. J. Zhang, Tetrahedron Lett., 1996, 37, 2117.
22. P. Schwab, M. B. France, J. W. Ziller and J. W. Grubbs, Angew. Chem., 1995, 107, 2179; Angew. Chem., Int. Ed. Engl., 1995, 34, 2039.
23. P. Schwab, M. B. France, J. W. Ziller and J. W. Grubbs, Angew. Chem., 1995, 107, 2179; Angew. Chem., Int. Ed. Engl., 1995, 34, 2039.
24. R. R. Schrock, J. S. Murdzek, G. C. Bazan, J. Robbins, M. DiMare and M. O'Regan, J. Am. Chem. Soc., 1990, 112, 3875.
25. R. R. Schrock, Acc. Chem. Res., 1990, 23, 158.
26. Y.-S. Gal and S.-K. Choi, J. Polym. Sci. Sect. A, 1993, 31, 345.
27. B. M. Trost, Angew. Chem., 1995, 107, 285; Angew. Chem., Int. Ed. Engl., 1995, 34, 259.
28. B. M. Trost, Angew. Chem., 1995, 107, 285; Angew. Chem., Int. Ed. Engl., 1995, 34, 259.