Rearrangement of allyl homoallyl ethers to γ,δ-unsaturated carbonyl compounds catalyzed by iridium complexes

Organic Letters

Volumn 2, Issue 26, 2000, Pages 4193-4195

  Higashino, Takashi ^a   Sakaguchi, Satoshi ^a   Ishii, Yasutaka ^a  

^a KANSAI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001352271     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0067437     Document Type: Article

References (21)

1. (a) Rohads, S. J.; Raulins, N. R. Org. React. 1975, 22, 1.
2. (b) Ziegler, F. E. Acc. Chem. Res. 1977, 10, 277.
3. (c) Lutz, R. P. Chem. Rev. 1984, 84, 205.
4. (d) Ziegler, F. E. Chem. Rev. 1988, 88, 1423.
5. (a) Büchi, G. H.; Vogel, D. E. J. Org. Chem. 1983, 4, 5408.
6. (b) Vogel, D. E.; Büchi, G. H. Org. Synth. 1987, 66, 29.
7. Burrows, C. J.; Carpenter, B. K. J. Am. Chem. Soc. 1981, 103, 6983.
8. (a) Hurd, C.; Pollack, M. J. Am. Chem. Soc. 1938, 60, 1905.
9. (b) Lorette, N. B.; Howard, W. L. J. Org. Chem. 1961, 26, 3112.
10. (c) Brannock, K. C. J. Am. Chem. Soc. 1959, 81, 3379.
11. (d) Sethi, D. S.; Yates, P. J. Am. Chem. Soc. 1973, 95, 3820.
12. (a) Watanabe, W. H.; Condon, L. E. J. Am. Chem. Soc. 1957, 79, 2828.
13. (b) Faulkner, D. J.; Petersen, M. R. J. Am. Chem. Soc. 1973, 95, 553.
14. (c) Ireland, R. E.; Dawson, D. J. Org. Synth. VI 1988, 298.
15. (d) Mikami, K.; Takahashi, K.; Nakai, T. Tetrahedron Lett. 1987, 28, 5879.
16. (e) Sugiura, M.; Yanagisawa, M.; Nakai, T. Synlett 1995, 447.
17. (a) Reuter, J. M.; Salomon, R. G. J. Org. Chem. 1977, 42, 3360.
18. (b) Iyer, R. S.; Kobierski, M. E.; Salomon, R. G. J. Org. Chem. 1994, 59, 6038.
19. Swenton, J. S.; Bradin, D.; Gates, B. D. J. Org. Chem. 1991, 56, 6156. Iridium complex catalyzed the isomerization allyl ethers to vinyl ethers: (a) Ohmura, T.; Yamamoto, Y.; Miyaura, N. Organometallics 1999, 18, 413.
20. Swenton, J. S.; Bradin, D.; Gates, B. D. J. Org. Chem. 1991, 56, 6156. Iridium complex catalyzed the isomerization allyl ethers to vinyl ethers: (a) Ohmura, T.; Yamamoto, Y.; Miyaura, N. Organometallics 1999, 18, 413.
21. (b) Ohmura, T.; Shirai, Y.; Yamamoto, Y.; Miyaura, N. Chem. Commun. 1998, 1337.