-
1
-
-
0038527227
-
-
(a) El-Jaber, N.; Estevez-Braun, A.; Ravelo, A. G.; Muñoz- Muñoz, O.; Rodriguez-Afonso, A.; Murguia, J. R. J. Nat. Prod. 2003, 66, 722.
-
(2003)
J. Nat. Prod.
, vol.66
, pp. 722
-
-
El-Jaber, N.1
Estevez-Braun, A.2
Ravelo, A.G.3
Muñoz-Muñoz, O.4
Rodriguez-Afonso, A.5
Murguia, J.R.6
-
2
-
-
0035140106
-
-
(b) Fontana, A.; d'Ippolito, G.; D'Souza, L.; Mollo, E.; Parameswaram, P. S.; Cimino, G. J. Nat. Prod. 2001, 64, 131.
-
(2001)
J. Nat. Prod.
, vol.64
, pp. 131
-
-
Fontana, A.1
D'Ippolito, G.2
D'Souza, L.3
Mollo, E.4
Parameswaram, P.S.5
Cimino, G.6
-
3
-
-
0033759555
-
-
(c) Rudi, A.; Schleyer, M.; Kashman, Y. J. Nat. Prod. 2000, 63, 1434.
-
(2000)
J. Nat. Prod.
, vol.63
, pp. 1434
-
-
Rudi, A.1
Schleyer, M.2
Kashman, Y.3
-
4
-
-
0032911572
-
-
(d) Spande, T. F.; Jain, P.; Garraffo, H. M.; Pannell, L. K.; Yeh, H. J. C.; Daly, J. W.; Fukumoto, S.; Imamura, K.; Tokuyama, T.; Torres, J. A.; Snelling, R. R.; Jones, T. H. J. Nat. Prod. 1999, 62, 5.
-
(1999)
J. Nat. Prod.
, vol.62
, pp. 5
-
-
Spande, T.F.1
Jain, P.2
Garraffo, H.M.3
Pannell, L.K.4
Yeh, H.J.C.5
Daly, J.W.6
Fukumoto, S.7
Imamura, K.8
Tokuyama, T.9
Torres, J.A.10
Snelling, R.R.11
Jones, T.H.12
-
6
-
-
0023820894
-
-
Zein, N.; Sinha, A. M.; McGahren, W. J.; Ellestad, G. A. Science 1988, 240, 1198.
-
(1988)
Science
, vol.240
, pp. 1198
-
-
Zein, N.1
Sinha, A.M.2
McGahren, W.J.3
Ellestad, G.A.4
-
10
-
-
0037943974
-
-
and references therein
-
(a) Negishi, E.; Anastasia, L. Chem. Rev. 2003, 103, 1979 and references therein,
-
(2003)
Chem. Rev.
, vol.103
, pp. 1979
-
-
Negishi, E.1
Anastasia, L.2
-
11
-
-
0000459210
-
-
(b) Alami, M.; Crousse, B.; Ferri, F. J. Organomet. Chem. 2001, 624, 114.
-
(2001)
J. Organomet. Chem.
, vol.624
, pp. 114
-
-
Alami, M.1
Crousse, B.2
Ferri, F.3
-
16
-
-
2442522583
-
-
For alkynylcopper, see: (a) Masuda, Y.; Murata, M.; Sato, K.; Watanabe, S. Chem. Commun. 1998, 807.
-
(1998)
Chem. Commun.
, pp. 807
-
-
Masuda, Y.1
Murata, M.2
Sato, K.3
Watanabe, S.4
-
19
-
-
0027273726
-
-
For alkynyltin, see: (d) Siesel, D. A.; Staley, S. W. Tetrahedron Lett. 1993, 34, 3679. (e) Stille, J. K.; Simpson, J. H. J. Am. Chem. Soc. 1987, 109, 9, 2138. (f) Scott, W. J.; Crisp, G. T.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4630.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 3679
-
-
Siesel, D.A.1
Staley, S.W.2
-
20
-
-
0001761892
-
-
For alkynyltin, see: (d) Siesel, D. A.; Staley, S. W. Tetrahedron Lett. 1993, 34, 3679. (e) Stille, J. K.; Simpson, J. H. J. Am. Chem. Soc. 1987, 109, 9, 2138. (f) Scott, W. J.; Crisp, G. T.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4630.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 9
-
-
Stille, J.K.1
Simpson, J.H.2
-
21
-
-
0000725865
-
-
For alkynyltin, see: (d) Siesel, D. A.; Staley, S. W. Tetrahedron Lett. 1993, 34, 3679. (e) Stille, J. K.; Simpson, J. H. J. Am. Chem. Soc. 1987, 109, 9, 2138. (f) Scott, W. J.; Crisp, G. T.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4630.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 4630
-
-
Scott, W.J.1
Crisp, G.T.2
Stille, J.K.3
-
22
-
-
0041728814
-
-
For alkynylzinc, see: (g) Negishi, E. I.; Qian, M. X.; Zeng, F. X.; Anastasia, L.; Babinski, D. Org. Lett. 2003, 5, 1597. (h) Stracker, E. C.; Zweifel, G. Tetrahedron Lett. 1991, 32, 3329.
-
(2003)
Org. Lett.
, vol.5
, pp. 1597
-
-
Negishi, E.I.1
Qian, M.X.2
Zeng, F.X.3
Anastasia, L.4
Babinski, D.5
-
23
-
-
0025896451
-
-
For alkynylzinc, see: (g) Negishi, E. I.; Qian, M. X.; Zeng, F. X.; Anastasia, L.; Babinski, D. Org. Lett. 2003, 5, 1597. (h) Stracker, E. C.; Zweifel, G. Tetrahedron Lett. 1991, 32, 3329.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 3329
-
-
Stracker, E.C.1
Zweifel, G.2
-
24
-
-
33947094318
-
-
For alkenylaluminum and alkenylzirconium, see: (a) Negishi, E.; Okukado, N.; King, A. O.; Vanhorn, D. E.; Spiegel, B. I. J. Am. Chem. Soc. 1978, 100, 2254.
-
(1978)
J. Am. Chem. Soc.
, vol.100
, pp. 2254
-
-
Negishi, E.1
Okukado, N.2
King, A.O.3
Vanhorn, D.E.4
Spiegel, B.I.5
-
25
-
-
0022012266
-
-
For alkenylboranes, see: (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 972
-
-
Miyaura, N.1
Yamada, K.2
Suginome, H.3
Suzuki, A.4
-
27
-
-
2442614242
-
-
For alkenylmagnesium
-
(d) For alkenylmagnesium,
-
-
-
-
28
-
-
0343471429
-
-
see: (e) Ramiandrasoa, P.; Brehon, B.; Thivet, A.; Alami, M.; Cahiez, G. Tetrahedron Lett. 1997, 38, 2447.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2447
-
-
Ramiandrasoa, P.1
Brehon, B.2
Thivet, A.3
Alami, M.4
Cahiez, G.5
-
29
-
-
2442553145
-
-
note
-
For a critical comparison between the Sonogashira alkynylation and the Pd-catalyzed cross-coupling of alkenyl halides and alkynylzincs see: ref 7g and refs therein.
-
-
-
-
30
-
-
0035856930
-
-
Marshall, J. A.; Chobanian, H. R.; Yanik, M. M. Org. Lett. 2001, 3, 4107.
-
(2001)
Org. Lett.
, vol.3
, pp. 4107
-
-
Marshall, J.A.1
Chobanian, H.R.2
Yanik, M.M.3
-
34
-
-
0037043523
-
-
(c) Bates, C. G.; Gujadhur, R. K.; Venkataraman, D. Org. Lett. 2002, 4, 2803.
-
(2002)
Org. Lett.
, vol.4
, pp. 2803
-
-
Bates, C.G.1
Gujadhur, R.K.2
Venkataraman, D.3
-
35
-
-
0038362007
-
-
(d) Bates, C. G.; Saejueng, P.; Murphy, J. M.; Venkataraman, D. Org. Lett. 2002, 4, 4727.
-
(2002)
Org. Lett.
, vol.4
, pp. 4727
-
-
Bates, C.G.1
Saejueng, P.2
Murphy, J.M.3
Venkataraman, D.4
-
36
-
-
0001572402
-
-
(e) Gujadhur, R. K.; Bates, C. G.; Venkataraman, D. Org. Lett. 2001, 3, 4315.
-
(2001)
Org. Lett.
, vol.3
, pp. 4315
-
-
Gujadhur, R.K.1
Bates, C.G.2
Venkataraman, D.3
-
37
-
-
0035898818
-
-
(f) Gujadhur, R.; Venkataraman, D.; Kintigh, J. T. Tetrahedron Lett. 2001, 42, 4791.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 4791
-
-
Gujadhur, R.1
Venkataraman, D.2
Kintigh, J.T.3
-
39
-
-
0142106421
-
-
(a) Jiang, L.; Job, G. E.; Klapars, A.; Buchwald, S. L. Org. Lett. 2003, 5, 3667.
-
(2003)
Org. Lett.
, vol.5
, pp. 3667
-
-
Jiang, L.1
Job, G.E.2
Klapars, A.3
Buchwald, S.L.4
-
40
-
-
0141741556
-
-
(b) Gelman, D.; Jiang, L.; Buchwald, S. L. Org. Lett. 2003, 5, 2315.
-
(2003)
Org. Lett.
, vol.5
, pp. 2315
-
-
Gelman, D.1
Jiang, L.2
Buchwald, S.L.3
-
43
-
-
0037149634
-
-
(e) Wolter, M.; Nordmann, G.; Job, G. E.; Buchwald, S. L. Org. Lett. 2002, 4, 973.
-
(2002)
Org. Lett.
, vol.4
, pp. 973
-
-
Wolter, M.1
Nordmann, G.2
Job, G.E.3
Buchwald, S.L.4
-
44
-
-
0037149057
-
-
(f) Kwong, F. Y.; Klapars, A.; Buchwald, S. L. Org. Lett. 2002, 4, 581.
-
(2002)
Org. Lett.
, vol.4
, pp. 581
-
-
Kwong, F.Y.1
Klapars, A.2
Buchwald, S.L.3
-
45
-
-
0034794463
-
-
(g) Klapars, A.; Antilla, J. C.; Huang, X. H.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7721.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 7721
-
-
Klapars, A.1
Antilla, J.C.2
Huang, X.H.3
Buchwald, S.L.4
-
46
-
-
0030700314
-
-
(h) Marcoux, J. F.; Doye, S.; Buchwald, S. L. J. Am. Chem. Soc. 1997, 119, 10539.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 10539
-
-
Marcoux, J.F.1
Doye, S.2
Buchwald, S.L.3
-
48
-
-
0345708168
-
-
(b) Ley, S. V.; Thomas, A. W. Angew. Chem., Int. Ed. 2003, 42, 5400.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 5400
-
-
Ley, S.V.1
Thomas, A.W.2
-
49
-
-
0141854366
-
-
(c) Ma, D. W.; Cai, Q.; Zhang, H. Org. Lett. 2003, 5, 2453.
-
(2003)
Org. Lett.
, vol.5
, pp. 2453
-
-
Ma, D.W.1
Cai, Q.2
Zhang, H.3
-
50
-
-
0034738131
-
-
(d) Fagan, P. J.; Hauptman, E.; Shapiro, R.; Casalnuovo, A. J. Am. Chem. Soc. 2000, 122, 5043.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 5043
-
-
Fagan, P.J.1
Hauptman, E.2
Shapiro, R.3
Casalnuovo, A.4
-
51
-
-
0033617396
-
-
(e) Kalinin, A. V.; Bower, J. F.; Riebel, P.; Snieckus, V. J. Org. Chem. 1999, 64, 2986.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 2986
-
-
Kalinin, A.V.1
Bower, J.F.2
Riebel, P.3
Snieckus, V.4
-
53
-
-
0000139143
-
-
(g) Zhang, S. J.; Zhang, D. W.; Liebeskind, L. S. J. Org. Chem. 1997, 62, 2312.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 2312
-
-
Zhang, S.J.1
Zhang, D.W.2
Liebeskind, L.S.3
-
54
-
-
33751386131
-
-
We are aware of only one account of a copper(I)-catalyzed cross-coupling of vinyl iodides and acetylenes. However, this method requires the use of DMF or DMSO as the solvent at 120°C. Furthermore, the scope and limitations of this reaction have not been fully explored. See: Okuro, K.; Furuune, M.; Enna, M.; Miura, M.; Nomura, M. J. Org. Chem. 1993, 58, 4716.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 4716
-
-
Okuro, K.1
Furuune, M.2
Enna, M.3
Miura, M.4
Nomura, M.5
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