Biomedical Engineering Reference
In-Depth Information
24. For selected reviews on transition metal-catalyzed direct alkenylation of (hetero)arenes, see: (a) R.
Rossi, F. Bellina,M. Lessi, Synthesis
2010
, 4131-4153; (b) S.Messaoudi, J.-D. Brion, M. Alami, Eur.
J. Org. Chem. 2010 , 6495-6516.
25. (a) C. C. Hughes, D. Trauner, Angew. Chem., Int. Ed. 2002 , 41 , 1569-1572 (corrigendum: Angew.
Chem., Int. Ed. 2002 , 41 , 2227); (b) C. C. Hughes, D. Trauner, Tetrahedron 2004 , 60 , 9675-9686.
26. A. D. Patil, A. J. Freyer, L. Killmer, P. Offen, B. Carte, A. J. Jurewicz, R. K. Johnson, Tetrahedron
1997 , 53 , 5047-5060.
27. Y. F. Hallock, J. H. Cardellina, M. R. Boyd, Nat. Prod. Lett. 1998 , 11 , 153-160.
28. M. Reiter, S. Torssell, S. Lee, D. W. C. MacMillan, Chem. Sci. 2010 , 1 , 37-42.
29. (a) M. Inoue, M. W. Carson, A. J. Frontier, S. J. Danishefsky, J. Am. Chem. Soc. 2001 , 123 ,
1878-1889; (b) T. V. Ovaska, J. A. Sullivan, S. I. Ovaska, J. B. Winegrad, J. D. Fair, Org. Lett. 2009 ,
11 , 2715-2718.
30. For a review on the mechanism of sp 3 C-H bond functionalization, see J. A. Labinger, J. E. Bercaw,
Nature 2002 , 417 , 507-514.
31. For a review on palladium-catalyzed cross-coupling reactions of alkyl electrophiles, see M. R.
Netherton, G. C. Fu, Top. Organomet. Chem. 2005 , 14 , 85-108.
32. “Unactivated” sp 3 C-H bonds do not include those that are acidic (alpha to electron-withdrawing
groups), benzylic and allylic, for example. For a review on transition metal-catalyzed arylation of
activated sp 3 C-H bonds, see F. Bellina, R. Rossi, Chem. Rev. 2010 , 110 , 1082-1146.
33. “Unactivated” sp 3 C-H bonds do not include those that are acidic (alpha to electron-withdrawing
groups), benzylic and allylic, for example. For a review on transition metal-catalyzed arylation of
activated sp 3 C-H bonds, see: F. Bellina, R. Rossi, Chem. Rev.
2010 , 110 , 1082-1146.
34. (a) G. Dyker, Angew. Chem., Int. Ed. Engl.
1992 , 31 , 1023-1024; (b) G. Dyker, Angew. Chem., Int.
1994 , 33 , 103-105.
35. (a) M. Lafrance, S. I. Gorelsky, K. Fagnou, J. Am. Chem. Soc.
Ed. Engl.
2007 , 129 , 14570-14571; (b) M.
Chaumontet, R. Piccardi, N. Audic, J. Hitce, J.-L. Peglion, E. Clot, O. Baudoin, J. Am. Chem. Soc.
2008
, 130 , 15157-15166; (c) S. Rousseaux, S. I. Gorelsky, B. K. W. Chung, K. Fagnou, J. Am. Chem.
Soc.
, 132 , 10692-10705; (d) S. Rousseaux, M. Davi, J. Sofack-Kreutzer, C. Pierre, C. E.
Kefalidis, E. Clot, K. Fagnou, O. Baudoin, J. Am. Chem. Soc.
2010
, 132 , 10706-10716.
36. O. Baudoin, A. Herrbach, F. Gu´ritte, Angew. Chem., Int. Ed. 2003 , 42 , 5736-5740 (see also Ref.
[35b,d]).
37. A. K. Sadana, R. K. Saini, W. E. Billups, Chem. Rev. 2003 , 103 , 1539-1602.
38. M. Chaumontet, R. Piccardi, O. Baudoin, Angew. Chem., Int. Ed. 2009 , 48 , 179-182.
39. (a) R. F. Heck, J. Am. Chem. Soc. 1968 , 90 , 5518-5526; (b) R. F. Heck, J. Am. Chem. Soc. 1969 , 91 ,
6707-6714; (c) T. Mizoroki, K. Mori, A. Ozaki, Bull. Chem. Soc. Jpn. 1971 , 44 , 581; (d) R. F. Heck, J.
P. Nolley, J. Org. Chem. 1972 , 37 , 2320-2322; (e) K. Mori, T. Mizoroki, A. Ozaki, Bull. Chem. Soc.
Jpn. 1973 , 46 , 1505-1508; (f) H. A. Dieck, R. F. Heck, J. Am. Chem. Soc. 1974 , 96 , 1133-1136.
40. For a review on the use of palladium-catalyzed cross-coupling processes, including the Heck reaction, in
total synthesis, see K. C. Nicolaou, P. G. Bulger, D. Sarlah, Angew. Chem., Int. Ed. 2005 , 44 , 4442-4489.
41. (a) I. Moritani, Y. Fujiwara, Tetrahedron Lett . 1967 , 8 , 1119-1122; (b) Y. Fujiwara, I. Moritani, M.
Matsuda, S. Teranishi, Tetrahedron Lett . 1968 , 9 , 633-636; (c) Y. Fujiwara, I. Moritani, S. Danno, R.
Asano, S. Teranishi, J. Am. Chem. Soc. 1969 , 91 , 7166-7169.
42. For selected reviews, see (a) C. Jia, T. Kitamura, Y. Fujiwara, Acc. Chem. Res. 2001 , 34 , 633-639; (b)
B. Karimi, H. Behzadnia, D. Elhamifar, P. F. Akhavan, F. K. Esfahani, A. Zamani, Synthesis 2010 ,
1399-1427; (c) E. M. Ferreira, H. Zhang, B. M. Stoltz, Tetrahedron 2008 , 64 , 5987-6001 and
references therein.
43. Y. Fuchita, K. Hiraki, Y. Kamogawa,M. Suenaga, K. Tohgoh, Y. Fujiwara, Bull. Chem. Soc. Jpn. 1989 ,
62 , 1081-1085.
44. For selected examples, see (a) E. M. Ferreira, B. M. Stoltz, J. Am. Chem. Soc.
2010
2003 , 125 , 9578-9579;
(b) N. P. Grimster, C. Gauntlett, C. R. A. Godfrey, M. J. Gaunt, Angew. Chem., Int. Ed.
2005 , 44 ,
3125-3129; (c) C. Aouf, E. Thiery, J. Le Bras, J. Muzart, Org. Lett.
2009 , 11 , 4096-4099; (d) Y. Yang,
K. Cheng, Y. Zhang, Org. Lett.
2009
, 11 , 5606-5609; (e) M. Miyasaka, K. Hirano, T. Satoh, M. Miura,
, 75 , 5421-5424.
45. For selected examples, see (a) M. D. K. Boele, G. P. F. van Strijdonck, A. H. M. de Vries, P. C. J.
Kamer, J. G. de Vries, P. W. N. M. van Leeuwen, J. Am. Chem. Soc.
J. Org. Chem.
2010
2002
, 124 , 1586-1587; (b) S. H.
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