New chiral ligands, pyrrolidinyl- and 2-azanorbornyl- phosphinooxazolidines for palladium-catalyzed asymmetric allylation

Tetrahedron Asymmetry

Volumn 11, Issue 5, 1999, Pages 1193-1198

  Okuyama, Yuko ^a   Nakano, Hiroto ^a   Hongo, Hiroshi ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIPHENYL 2 PROPENYL ACETATE; 2 AZANORBORNYLPHOSPHINOOXAZOLIDINE; ALLYL COMPOUND; LIGAND; MALONIC ACID DIMETHYL ESTER; OXAZOLIDINE DERIVATIVE; PALLADIUM COMPLEX; PYRROLIDINYLPHOSPHINOOXAZOLIDINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHIRALITY; CONTROLLED STUDY; ENANTIOMER; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0344002695     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(00)00049-5     Document Type: Article

References (23)

1. (a) Steinhagen, H.; Reggelin, M.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2108-2110.
2. (b) Imai, Y.; Zhang, W.; Kida, T.; Nakatsuji, Y.; Ikeda, I. Tetrahedron Lett. 1998, 39, 4343-4346.
3. (c) Pretot, R.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1998, 37, 323-325.
4. (d) Meyers, A. I.; Price, A. J. Org. Chem. 1998, 63, 412-413.
5. (e) Kolotuchin, S. V.; Meyers, A. I. J. Org. Chem. 1999, 64, 7921-7928.
6. Jin, M.-J.; Jung, J.-A.; Kim, S.-H. Tetrahedron Lett. 1999, 40, 5197-5198.
7. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
8. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
9. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
10. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
11. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
12. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
13. For a recent paper: (a) von Matt, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566-568. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769-1772. (c) Togni, A.; Venanzi, L. M. Angew. Chem., Int. Ed. Engl. 1994, 33, 497-526. (d) Trost, B. M.; van Vranken, D. L. Chem. Rev. 1996, 96, 395-422. (e) Ghosh, A. K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-4. (f) Saitoh, A.; Misawa, M.; Morimoto, T. Synlett 1999, 4, 483-485. (g) Lee, S.-G.; Lee, S. H.; Song, C. E.; Chung, B. Y. Tetrahedron: Asymmetry 1999, 10, 1795-1802.
14. (a) Nakano, H.; Kumagai, N.; Kabuto, C.; Matsuzaki, H.; Hongo, H. Tetrahedron: Asymmetry 1995, 6, 1233-1236.
15. (b) Nakano, H.; Kumagai, N.; Matsuzaki, H.; Kabuto, C.; Hongo, H. Tetrahedron: Asymmetry 1997, 8, 1391-1401.
16. (c) Nakano, H.; Iwasa, K.; Hongo, H. Heterocycles 1997, 44, 435-442.
17. (d) Nakano, H.; Iwasa, K.; Hongo, H. Heterocycles 1997, 46, 267-274.
18. Zhang, W.; Yoneda, Y.; Kida, T.; Nakatsuji, Y.; Ikeda, I. Tetrahedron: Asymmetry 1998, 9, 3371-3380.
19. (a) Akermark, B.; Hansson, S.; Krakenberger, B.; Vitagliano, A.; Zetterberg, K. Organometallics 1984, 3, 679-682.
20. (b) Sprinz, J.; Kiefer, M.; Helmchen, G.; Resselin, M. Tetrahedron Lett. 1994, 35, 1523-1526.
21. (c) Allen, J. V.; Williams, J. M. J. J. Chem. Soc., Perkin Trans. 1 1994, 2065-2072.
22. (d) Dawson, G. I.; Williams, J. M. J. Tetrahedron: Asymmetry 1995, 6, 2535-2546.
23. (e) Anderson, J. C.; James, D. S.; Mathias, J. P. Tetrahedron: Asymmetry 1998, 9, 753-756.