Preparation, properties, and synthetic potentials of novel boronates in a fluorous version (fluorous boronates)

Organic Letters

Volumn 4, Issue 6, 2002, Pages 1003-1005

  Chen, Dajun ^a   Qing, Feng Ling ^a,b   Huang, Yangen ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b DONGHUA UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE;

EID: 0011096689     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025572y     Document Type: Article

References (21)

1. Harváth, I. T.; Rábai, I. Science 1994, 266, 72.
2. (b) Harváth, I. T. Acc. Chem. Res. 1998, 31, 641.
3. (a) Curran, D. P. Angew. Chem., Int. Ed. 1998, 37, 1175.
4. (b) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823
5. (c) Studer, A.; Jeger, P.; Wipf, P.; Curran, D. P. J. Org. Chem. 1997, 62, 2917
6. (d) Curran, D. P.; Luo, Z. J. Am. Chem. Soc. 1999, 121, 9069.
7. (a) Hall, D. G.; Tailor, J.; Grave, M. Angew. Chem., Im. Ed. 1999, 38, 3064.
8. (b) Carboni, B.; Pourbaix, C.; Carreaux, F., Deleuze, H.; Maillard, B. Tetrahedron Lett. 1999, 40, 7979.
9. (c) Arimori, S.; Hartley, J. H.; Bell, M. L.; Oh, C. S.; James, T. D. Tetrahedron Lett. 2000, 4, 10291.
10. 1H NMR or IR.
11. (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555.
12. (b) Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron 1996, 52, 4527.
13. (c) Balkenhohl, F.; Von dem Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. Engl. 1996, 35, 2289.
14. The Curran group has reported the fluorous Stille reaction: (a) Curran, D. P.; Hoshino, M. J. Org. Chem. 1996, 61, 6480.
15. (b) Larhed, M.; Hoshino, M.; Hadid, S.; Curran, D. P.; Hallberg, A. J. Org. Chem. 1997, 62, 5583.
16. An aminomethyl-substitued biaryl library has recently been prepared in solution-phase chemistry: Organ. M. G.; Arvanitis, E. A.; Dixon, C. E.; Lavorato, D. J. J. Comb. Chem. 2001, 3, 473. See also refs 4, 5, and 6 cited therein for the biological significance of this structure motif. Med. Chem. Res. 1996, 6, 69.
17. An aminomethyl-substitued biaryl library has recently been prepared in solution-phase chemistry: Organ. M. G.; Arvanitis, E. A.; Dixon, C. E.; Lavorato, D. J. J. Comb. Chem. 2001, 3, 473. See also refs 4, 5, and 6 cited therein for the biological significance of this structure motif. Med. Chem. Res. 1996, 6, 69.
18. For reviews on the Suzuki reaction, see: (a) Martin, A. R.; Yang, Y. Acta Chem. Scand. 1993, 47, 221.
19. (b) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
20. Curran, D. P. Synlett 2001, 1488.
21. Matteson, D. S. Chem. Rev. 1989, 89, 1535.