Heterofunctional control of regio- and enantioselectivity in rhodium-catalysed hydroboration of allylic systems

Tetrahedron Asymmetry

Volumn 17, Issue 3, 2006, Pages 315-319

  Lillo, Vanesa ^a   Fernández, Elena ^a  

^a UNIVERSITAT ROVIRA I VIRGILI   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; BORANE DERIVATIVE; CATECHOLBORANE; ESTER DERIVATIVE; LIGAND; ORGANOBORON DERIVATIVE; RHODIUM; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ALLYLIC REARRANGEMENT; ARTICLE; CATALYSIS; CHIRALITY; COMPLEX FORMATION; ENANTIOSELECTIVITY; HYDROBORATION; ISOMER; PRIORITY JOURNAL;

EID: 33644694695     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2006.01.030     Document Type: Article

References (44)

1. T. Hayashi, Y. Matsumoto, and Y. Ito J. Am. Chem. Soc. 111 1989 3426
2. T. Hayashi, Y. Matsumoto, and Y. Ito Tetrahedron: Asymmetry 2 1991 601
3. K. Burgess, and M.J. Ohlmeyer Chem. Rev. 91 1991 1179
4. I. Beletskaya, and A. Pelter Tetrahedron 53 1997 4957
5. P.V. Ramachandran, M.J. Jennings, and H.C. Brown Org. Lett. 1 1999 1399
6. H.C. Brown, G.-M. Chen, M.J. Jennings, and P.V. Ramachandran Angew. Chem., Int. Ed. 38 1999 20521
7. B. Barotcha, W.A.G. Graham, and F.G.A. Stone J. Inorg. Nucl. Chem. 6 1958 119
8. J.R. Phillips, and F.G.A. Stone J. Chem. Soc. 1962 94
9. C.M. Vogels, P.E. O'Connor, T.E. Phillips, K.J. Watson, M.P. Shaver, P.G. Hayes, and S.A. Westcott Can. J. Chem. 79 2001 1898
10. C.M. Vogels, P.G. Hayes, M.P. Shaver, and S.A. Westcott Chem. Commun. 2000 51
11. I. Pergament, and M. Srebnik Tetrahedron Lett. 42 2001 8059
12. I. Pergament, and M. Srebnik Org. Lett. 3 2001 217
13. C.A.G. Carter, C.M. Vogels, D.J. Harrison, M.K.J. Gagnon, D.W. Norman, R.F. Langler, R.T. Baker, and S.A. Westcott Organometallics 20 2001 2130
14. S.A. Wescott, H.P. Blom, T.B. Marder, and R.T. Baker J. Am. Chem. Soc. 114 1992 8863
15. X.L. Hou, D.G. Hong, G.B. Rong, Y.L. Guo, and L.X. Dai Tetrahedron Lett. 34 1993 8513
16. M.G. Hamilton, C.E. Hughes, A.M. Irving, Ch.M. Vogels, and S.A. Westcott J. Organomet. Chem. 680 2003 143
17. J.M. Brown, D.I. Hulmes, and T.P. Layzell J. Chem. Soc., Chem Commun. 1993 1673 1674
18. J.M.G. Valk, G.A. Whitlock, T.P. Layzell, and J.M. Brown Tetrahedron: Asymmetry 6 1995 2593 2596
19. H. Doucet, E. Fernandez, P.T. Layzell, and J.M. Brown Chem. Eur. J. 5 1999 1320 1328
20. M. McCarthy, M.W. Hooper, and P.J. Guiry Chem. Commun. 2000 1333 1334
21. M. McCarthy, and P.J. Guiry Tetrahedron 57 2001 3809 3844
22. L. Ren, and C.M. Crudden Chem. Commun. 2000 721 722
23. C.M. Crudden, and D. Edwards Eur. J. Org. Chem. 2003 4695 4712
24. A.M. Segarra, C. Claver, and E. Fernandez Chem. Commun. 2004 464
25. B.M. Trost Bull. Chem. Soc. Jpn. 61 1988 107
26. K. Burguess, W.A. Van der Bo, S.A. Wescott, T.B. Marder, R.T. Baker, and J.C. Calabrese J. Am. Chem. Soc. 114 1992 9350 9359
27. E. Fernandez, and J.M. Brown Modern Amination Methods 2000 VCH Weinheim
28. E. Fernandez, M.W. Hooper, F.I. Knight, and J.M. Brown Chem. Commun. 1997 173 174
29. E. Fernandez, K. Maeda, M.W. Hooper, and J.M. Brown Chem. Eur. J. 6 2000 1840 1846
30. A.M. Segarra, R. Guerrero, C. Claver, and E. Fernandez Chem. Commun. 2001 1808 1809
31. A.M. Segarra, R. Guerrero, C. Claver, and E. Fernandez Chem. Eur. J. 9 2003 191 200
32. S. Iriuchijima, and N. Kojima Agric. Biol. Chem. 42 1978 451
33. B.M. Trost Comprehensive Organic Synthesis Vol. 6 1991 Pergamon Press Oxford
34. P.D. Magnus Tetrahedron 33 1977 2019
35. S.S. Labadie J. Org. Chem. 54 1989 2496
36. B.M. Trost, and R. Braslace J. Org. Chem. 53 1988 532
37. H. Suzuki, Y.S.I. Nishioka, S.I. Padmanabhan, and T. Ogawa Chem. Lett. 1988 727
38. A.A. Kolomeitsev, V.N. Movchun, N.V. Kondratenko, and Y.L. Yagupolski Synthesis 1990 1151
39. G. Bram, A. Loupy, M.C. Roux-Schmitt, J. Sansoulet, T. Strzalko, and J. Seyden-Penne Synthesis 1987 56
40. A.R. Harris Synth. Commun. 18 1988 659
41. A. Padwa, and P.E. Yeske J. Org. Chem. 56 1991 6386
42. D.A. Alonso, C. Najera, and M. Varea Tetrahedron Lett. 43 2002 3459
43. M. Baruah, A. Baruah, D. Prajapati, and J.S. Sandhu Synlett 1998 1083
44. H. Ohta, Y. Kato, and G. Tsuchihashi J. Org. Chem. 52 1987 2735