Use of Tricyclohexylphosphine to Control Regiochemistry in Palladium-catalyzed Allylic Alkylation

Organic Letters

Volumn 1, Issue 12, 1999, Pages 1969-1971

  Blacker, A John ^a   Clarke, Matthew L ^b   Loft, Michael S ^c   Williams, Jonathan M J ^b  

^a ASTRAZENECA   (United Kingdom)

^b University of Bath Claverton Down   (United Kingdom)

^c GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000428120     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9911268     Document Type: Article

References (30)

1. For reviews, see: (a) Frost, C. G.; Howarth, J.; Williams, J. M. J. Tetrahedron: Asymmetry 1992, 3, 1089.
2. (b) Trost, B. M.; Van Vranken, D. L. Chem. Rev. 1996, 96, 395.
3. Hayashi, T.; Kawatsura, M.; Uozumi, Y. J. Chem. Soc., Chem. Commun. 1997, 561.
4. Pretot, R.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1998, 37, 323. See also: Trost, B. M.; Toste, F. D. J. Am. Chem. Soc, 1998, 120, 9074 and references therein.
5. Pretot, R.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1998, 37, 323. See also: Trost, B. M.; Toste, F. D. J. Am. Chem. Soc, 1998, 120, 9074 and references therein.
6. (a) Takeuchi, R.; Kashio, M. J. Am. Chem. Soc. 1998, 120, 8647.
7. (b) Janssen, J. P.; Helmchen, G. Tetrahedron Lett. 1997, 38, 8025.
8. (c) B. Bartels and G. Helmchen, J. Chem. Soc. Chem Commun. 1999, 741.
9. Trost, B. M.; Hachiya, I. J. Am. Chem. Soc. 1998, 120, 1104. See also: Glorius, F.; Pfaltz, A. Org. Lett. 1999, 1, 141.
10. Trost, B. M.; Hachiya, I. J. Am. Chem. Soc. 1998, 120, 1104. See also: Glorius, F.; Pfaltz, A. Org. Lett. 1999, 1, 141.
11. Zhang, S.; Mitsudo, T.; Kondo T.; Watanabe, Y. J. Organomet. Chem. 1993, 450, 197.
12. Evans, P. A.; Nelson, J. D J. Am. Chem. Soc. 1998, 120, 5581.
13. (a) Trost, B. M.; Tometzki, G. B.; Hung, M. H. J. Am. Chem. Soc. 1987, 109, 2176.
14. (b) Lloyd-Jones, G. C.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1995, 34, 462 and references therein.
15. Kurosawa, H. J. Chem. Soc., Dalton Trans. 1979, 939.
16. Brown, J. M.; MacIntyre, J. E. J. Chem. Soc., Perkin Trans. 2 1985, 961.
17. Blacker, A. J.; Clarke, M. L.; Humphries, M. E.; Loft, M. S.; Williams, J. M. J. Chem. A. Eur. J. 1999, in press.
18. Blacker, A. J.; Clarke, M. L.; Loft, M. S.; Williams, J. M. J., J. Chem. Soc., Chem. Commun. 1999, 913.
19. Tolman, C. A. Chem. Rev. 1977, 77, 313.
20. Rahman, M. M.; Liu, H.; Eriks, K.; Prock, A.; Giering, W. P. Organometallics 1989, 8, 1.
21. Wada, M.; Higashizaki, S. J. Chem. Soc., Chem. Commun. 1984, 482.
22. Akermark, B.; Zetterberg, K.; Hansson, S.; Krakenberger, B.; Vitagliano, A. J. Organomet. Chem. 1987, 335, 133. Kranenburg, M.; Kamer, P. C. J.; Van Leeuwen, P. W. N. M. Eur. J. Inorg. Chem. 1998, 25.
23. Akermark, B.; Zetterberg, K.; Hansson, S.; Krakenberger, B.; Vitagliano, A. J. Organomet. Chem. 1987, 335, 133. Kranenburg, M.; Kamer, P. C. J.; Van Leeuwen, P. W. N. M. Eur. J. Inorg. Chem. 1998, 25.
24. Lloyd-Jones, G. C.; Stephen, S. C. Chem. Eur. J. 1998, 4, 2539. Trost, B. M.; Bunt, R. C. J. Am. Chem. Soc. 1996, 118, 235.
25. Lloyd-Jones, G. C.; Stephen, S. C. Chem. Eur. J. 1998, 4, 2539. Trost, B. M.; Bunt, R. C. J. Am. Chem. Soc. 1996, 118, 235.
26. Tanigura, Y.; Nishimura, K.; Kawasaki, A.; Murahashi, S. Tetrahedron. Lett. 1982, 23, 5549. Genet. J. P.; Balabane, M.; Backvall, J. E.; Nystrom, J. E. Tetrahedron Lett. 1983, 24, 2745.
27. Tanigura, Y.; Nishimura, K.; Kawasaki, A.; Murahashi, S. Tetrahedron. Lett. 1982, 23, 5549. Genet. J. P.; Balabane, M.; Backvall, J. E.; Nystrom, J. E. Tetrahedron Lett. 1983, 24, 2745.
28. Hayashi, T.; Yamamoto, A.; Hagihara, T. J. Org. Chem. 1986, 51, 723.
29. Togni, A. Tetrahedron: Asymmetry 1991, 2, 683.
30. Carfagna, C.; Galarina, R.; Linn, K.; Lopez, J. A.; Mealli, C.; Musco, A. Organometallics 1993, 12, 3019 and references therein.