Polymer-supported phosphinooxathiane as ligands for palladium-catalyzed asymmetric allylations

Heterocycles

Volumn 64, Issue , 2004, Pages 407-416

  Nakano, Hiroto ^a   Takahashi, Kouichi ^a   Fujita, Reiko ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 20444411671     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-04-S(P)42     Document Type: Article

References (24)

1. In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis Vol. I-III (1999), Springer, Osaka, Japan
2. In: Ojima I. (Ed). Catalytic Asymmetric Synthesis (2000), Wiley-VCH, Berlin
3. For a recent review on asymmetric allylic substitution, see. Trost B.M., and Crawley M.L. Chem. Rev. 103 (2003) 2921
4. Seebach D., Beck A.K., and Heckel A. Angew. Chem. Int. Ed. 40 (2001) 92
5. Nakano H., Okuyama Y., and Hongo H. Tetrahedron Lett. 41 (2000) 4615
6. Nakano H., Okuyama Y., Yanagida M., and Hongo H. J. Org. Chem. 66 (2001) 620
7. Nakano H., Suzuki Y., Kabuto C., Fujita R., and Hongo H. J. Org. Chem. 67 (2002) 5011
8. Nakano H., Yokoyama J., Fujita R., and Hongo H. Tetrahedron Lett. 43 (2002) 7761
9. Nakano H., Yokoyama J., Okuyama Y., Fujita R., and Hongo H. Tetrahedron: Asymmetry 14 (2003) 2361
10. In: De Vos D.E., Vankelecom I.F.J., and Jacobs P.A. (Eds). Chiral Catalyst Immobilization and Recycling (2000), Wiley-VCH, New York
11. Fan Q.-H., Li Y.-M., and Chan A.S. Chem. Rev. 102 (2002) 3385
12. Aoki K., Shimada T., and Hayashi T. Tetrahedron: Asymmetry 15 (2004) 1771
13. Laue S., Greiner L., Woltinger J., and Liese A. Adv. Synth. Catal. 343 (2001) 711
14. Hu Y., Porco Jr. J.A., Labadie J.W., Gooding O.W., and Trost B.M. J. Org. Chem. 63 (1998) 4518
15. Panck J.S., and Zhu B. Tetrahedron Lett. 37 (1996) 8151
16. Hallman K., Macedo E., Nordstrom K., and Moberg C. Tetrahedron: Asymmetry 10 (1999) 4037
17. Those conversion and loading efficiencies of 2a-c were calculated from the difference of the weights of the resins (PS-DES-Cl and PS-Et-COOII) before the reactions, and those weights of the reactant resins after the reactions. Those chemical yields of 2a-c were calculated from based on those theoretical yields.
18. Trost B.M., and Murphy D.J. Organometallics 4 (1985) 1143
19. 3b in the presence of the resins were carried out, and they hardly affeced the chemical yield and enantioselectivity in the reactions.{A figure is presented}
20. For some recent successful publications on polymer-supported chiral ligands in Pd-catalyzed allylic amination:. Song C.E., Yang J.w., Rob E.J., Lee S.-g., Alm J.H., and Han H. Angew. Chem. Int. Ed. 41 (2002) 4691
21. Trost B.M., Pan Z., Zambrano J., and Kujat C. Angew. Chem., Int. Ed. 41 (2002) 4691
22. Uozumi Y., Tanaka H., and Shibatomi K. Org. Lett. 6 (2004) 281
23. Reviews on allylic amination:. Johannsen M., and Jorgensen K.A. Chem. Rev. 98 (1998) 1689
24. Heumann A. In: Beller B., and Bolm C. (Eds). Transition Metals for Organic Synthesis (1998), Wiley-VCH, Weinheim 251