-
1
-
-
37549020046
-
-
Nielsen, T. E.; Schreiber, S. L. Angew. Chem., Int. Ed. 2008, 47, 48-56.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 48-56
-
-
Nielsen, T.E.1
Schreiber, S.L.2
-
6
-
-
59949101167
-
-
Recent examples: (a) Doszczak, L.; Fey, P.; Tacke, R. Synlett 2007, 75, 3-756.
-
Recent examples: (a) Doszczak, L.; Fey, P.; Tacke, R. Synlett 2007, 75, 3-756.
-
-
-
-
7
-
-
33847058832
-
-
(b) Zhou, Y.; Porco, J. A., Jr.; Synder, J. K. Org. Lett. 2007, 9, 393-396.
-
(2007)
Org. Lett
, vol.9
, pp. 393-396
-
-
Zhou, Y.1
Porco Jr., J.A.2
Synder, J.K.3
-
8
-
-
34249283376
-
-
(c) Tanaka, K.; Hara, H.; Nishida, G.; Hirano, M. Org. Lett. 2007, 9, 1907-1910.
-
(2007)
Org. Lett
, vol.9
, pp. 1907-1910
-
-
Tanaka, K.1
Hara, H.2
Nishida, G.3
Hirano, M.4
-
10
-
-
33947147688
-
-
Additional examples are available in supporting information, 2007
-
(e) Kase, K.; Goswami, A.; Ohtaki, K.; Tanabe, E.; Saino, N.; Okamoto, S. Org. Lett. 2007, 9, 931-934. Additional examples are available in supporting information (2004-2006)
-
(2004)
Org. Lett
, vol.9
, pp. 931-934
-
-
Kase, K.1
Goswami, A.2
Ohtaki, K.3
Tanabe, E.4
Saino, N.5
Okamoto, S.6
-
12
-
-
14944380049
-
-
(b) Boñaga, L. V. R.; Zhang, H-C.; Moretto, A. F.; Ye, H.; Gauthier, D. A.; Li, J.; Leo, G. C.; Maryanoff, B. E. J. Am. Chem. Soc. 2005, 127, 3473-3485.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 3473-3485
-
-
Boñaga, L.V.R.1
Zhang, H.-C.2
Moretto, A.F.3
Ye, H.4
Gauthier, D.A.5
Li, J.6
Leo, G.C.7
Maryanoff, B.E.8
-
13
-
-
22244477110
-
-
(c) Groth, U.; Huhn, T.; Kesenheimer, C.; Kalogerakis, A. Synlett 2005, 1758-1760.
-
(2005)
Synlett
, pp. 1758-1760
-
-
Groth, U.1
Huhn, T.2
Kesenheimer, C.3
Kalogerakis, A.4
-
15
-
-
59949093541
-
-
(b) Bönnemann, H.; Brinkmann, R.; Schenkluhn, H. Synthesis 1974, 57, 5-577.
-
(1974)
Synthesis
, vol.57
, pp. 5-577
-
-
Bönnemann, H.1
Brinkmann, R.2
Schenkluhn, H.3
-
16
-
-
84985569607
-
-
Jonas, K.; Deffense, E.; Habermann, D. Angew. Chem., Int. Ed. 1983, 22, 716-717.
-
(1983)
Angew. Chem., Int. Ed
, vol.22
, pp. 716-717
-
-
Jonas, K.1
Deffense, E.2
Habermann, D.3
-
17
-
-
0000217550
-
-
King, R. B.; Treichel, P. M.; Stone, F. G. A. J. Am. Chem. Soc. 1961, 83, 3593-3597.
-
(1961)
J. Am. Chem. Soc
, vol.83
, pp. 3593-3597
-
-
King, R.B.1
Treichel, P.M.2
Stone, F.G.A.3
-
18
-
-
4544286694
-
-
(a) Gutnov, A.; Heller, B.; Fisher, C.; Drexler, H-J.; Spannenberg, A.; Sundermann, B.; Sundermann, C. Angew. Chem., Int. Ed. 2004, 43, 3795-3797.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 3795-3797
-
-
Gutnov, A.1
Heller, B.2
Fisher, C.3
Drexler, H.-J.4
Spannenberg, A.5
Sundermann, B.6
Sundermann, C.7
-
21
-
-
9444249345
-
-
A reaction of diynes with cyanamides using 2 in 1,4-dioxanes has been reported: Boñaga, L. V. R.; Zhang, H-C.; Maryanoff, B. E. Chem. Commun. 2004, 21, 2394-2395.
-
A reaction of diynes with cyanamides using 2 in 1,4-dioxanes has been reported: Boñaga, L. V. R.; Zhang, H-C.; Maryanoff, B. E. Chem. Commun. 2004, 21, 2394-2395.
-
-
-
-
22
-
-
0141854215
-
-
Petit, M.; Chouraqui, G.; Aubert, C.; Malacria, M. Org. Lett. 2003, 5, 2037-2040.
-
(2003)
Org. Lett
, vol.5
, pp. 2037-2040
-
-
Petit, M.1
Chouraqui, G.2
Aubert, C.3
Malacria, M.4
-
23
-
-
0034826606
-
-
In other intramolecular reactions, the length of the tether affects the regioselectivity; see: Moretto, A. F, Zhang, H-C, Maryanoff, B. E. J. Am. Chem. Soc. 2001, 123, 3157-3158
-
In other intramolecular reactions, the length of the tether affects the regioselectivity; see: Moretto, A. F.; Zhang, H-C.; Maryanoff, B. E. J. Am. Chem. Soc. 2001, 123, 3157-3158.
-
-
-
-
24
-
-
17144426927
-
-
Examples often append the silyl group externally: (a) McCormick, M. M.; Duong, H. A.; Zuo, G.; Louie, J. J. Am. Chem. Soc. 2005, 127, 5030-5031.
-
Examples often append the silyl group externally: (a) McCormick, M. M.; Duong, H. A.; Zuo, G.; Louie, J. J. Am. Chem. Soc. 2005, 127, 5030-5031.
-
-
-
-
25
-
-
18744415776
-
-
(b) Gutnov, A.; Abaev, V.; Redkin, D.; Fischer, C.; Bonrath, W.; Heller, B. Synlett 2005, 1188-1190.
-
(2005)
Synlett
, pp. 1188-1190
-
-
Gutnov, A.1
Abaev, V.2
Redkin, D.3
Fischer, C.4
Bonrath, W.5
Heller, B.6
-
26
-
-
0001680749
-
-
(c) Varela, J. A.; Castedo, L.; Saá, C. J. Org. Chem. 1997, 62, 4189-4192.
-
(1997)
J. Org. Chem
, vol.62
, pp. 4189-4192
-
-
Varela, J.A.1
Castedo, L.2
Saá, C.3
-
27
-
-
27744501828
-
-
Coordination of pyridines with CpCo is also possible. Examples of coordination to products of [2 + 2 + 2]-cycloaddition exist. See: Gandon, V.; Leboeuf, D.; Amslinger, S.; Vollhardt, K. P. C.; Malacria, M.; Aubert, C. Angew. Chem., Int. Ed. 2005, 44, 7114-7118.
-
Coordination of pyridines with CpCo is also possible. Examples of coordination to products of [2 + 2 + 2]-cycloaddition exist. See: Gandon, V.; Leboeuf, D.; Amslinger, S.; Vollhardt, K. P. C.; Malacria, M.; Aubert, C. Angew. Chem., Int. Ed. 2005, 44, 7114-7118.
-
-
-
-
28
-
-
33750879886
-
-
Turek, P.; Novák, P.; Pohl, R.; Hocek, M.; Kotora, M. J. Org. Chem. 2006, 71, 8978-8981.
-
(2006)
J. Org. Chem
, vol.71
, pp. 8978-8981
-
-
Turek, P.1
Novák, P.2
Pohl, R.3
Hocek, M.4
Kotora, M.5
-
29
-
-
22244460188
-
-
Saino, N.; Kogure, D.; Okamoto, S. Org. Lett. 2005, 7, 3065-3067.
-
(2005)
Org. Lett
, vol.7
, pp. 3065-3067
-
-
Saino, N.1
Kogure, D.2
Okamoto, S.3
-
30
-
-
33744758315
-
-
Novák, P.; Pohl, R.; Kotora, M.; Hocek, M. Org. Lett. 2006, 8, 2051-2054.
-
(2006)
Org. Lett
, vol.8
, pp. 2051-2054
-
-
Novák, P.1
Pohl, R.2
Kotora, M.3
Hocek, M.4
-
31
-
-
0037176243
-
-
For a [2 + 2 + 2] example with CO2, see: Louie, J.; Gibby, J. E.; Farnworth, M. V.; Tekavec, T. N. J. Am. Chem. Soc. 2002, 124, 15188-15189.
-
For a [2 + 2 + 2] example with CO2, see: Louie, J.; Gibby, J. E.; Farnworth, M. V.; Tekavec, T. N. J. Am. Chem. Soc. 2002, 124, 15188-15189.
-
-
-
-
32
-
-
0000110406
-
-
Diyne cycloaddition with isocyanates: Yamamoto, Y.; Takagishi, H.; Itoh, K. Org. Lett. 2001, 3, 2117-2119.
-
(b) Diyne cycloaddition with isocyanates: Yamamoto, Y.; Takagishi, H.; Itoh, K. Org. Lett. 2001, 3, 2117-2119.
-
-
-
-
33
-
-
36649005330
-
-
For the synthesis of a collection of diverse silylated diynes, see
-
For the synthesis of a collection of diverse silylated diynes, see: Gray, B. L.; Schreiber, S. L. J. Comb. Chem. 2007, 9, 1028-1035.
-
(2007)
J. Comb. Chem
, vol.9
, pp. 1028-1035
-
-
Gray, B.L.1
Schreiber, S.L.2
-
36
-
-
59949100670
-
-
The EGF domain of Neuregulin 1β1 (corresponding to amino acid residues 176-246 of heregulin-1β1), was expressed and purified from E. coli (R&D Systems; no. 396-HB) and reconstituted in phosphate-buffered saline (PBS) with 0.1% bovine serum albumin as a nonspecific carrier and frozen in aliquots at -20°C.
-
The EGF domain of Neuregulin 1β1 (corresponding to amino acid residues 176-246 of heregulin-1β1), was expressed and purified from E. coli (R&D Systems; no. 396-HB) and reconstituted in phosphate-buffered saline (PBS) with 0.1% bovine serum albumin as a nonspecific carrier and frozen in aliquots at -20°C.
-
-
-
-
37
-
-
13944269873
-
-
(a) Junttila, T. T.; Sundvall, M.; Lundin, M.; Lundin, J.; Tanner, M.; Härkönen, P.; Joensuu, H.; Isola, J.; Elenius, K. Cancer Res. 2005, 65, 1384-1393.
-
(2005)
Cancer Res
, vol.65
, pp. 1384-1393
-
-
Junttila, T.T.1
Sundvall, M.2
Lundin, M.3
Lundin, J.4
Tanner, M.5
Härkönen, P.6
Joensuu, H.7
Isola, J.8
Elenius, K.9
-
38
-
-
2542451853
-
-
(b) Corfas, G.; Roy, K.; Buxbaum, J. D. Nature Neurosci. 2004, 7, 575-580.
-
(2004)
Nature Neurosci
, vol.7
, pp. 575-580
-
-
Corfas, G.1
Roy, K.2
Buxbaum, J.D.3
-
39
-
-
59949093798
-
-
Manuscript in preparation
-
Kuai, L. et al. Manuscript in preparation.
-
-
-
Kuai, L.1
-
40
-
-
59949103593
-
-
Procedure for pyridine synthesis: Diisopropyl(pent-1-yn-3-yloxy, phenylethynyl)silane 1 (10.0 mg, 0.033 mmol) was placed into an oven-dried sealed tube and dissolved in degassed THF (0.67 mL, Nitriles 7-18 (0.05 mmol, 1.5 equiv) were added to the stirring solution. After complete dissolution, a solution of cyclopentadienylcobalt(I) dicarbonyl (1.8 mg, 0.010 mmol, 30 mol , in degassed xylenes (50 μL) was introduced by syringe, giving a pale yellow solution that was submerged into an oil bath preheated to 140°C. After 24 h, the dark brown solution was cooled to ambient temperature and loaded onto a 4 g silica plug. Filtration was performed using an Isco Combiflash system using a gradient solvent commencing with hexanes and ending with 1/1 hexanes/ethyl acetate total of approximately 40 mL, which effectively removed insoluble cobalt byproducts. Pooled fractions were concentrated in vacuo and assayed for conversion by 1H NMR. Purification was pe
-
1H NMR. Purification was performed by silica gel chromatography using an Isco Combiflash 12 g column with 20:1 hexanes/EtOAc as eluant, providing the corresponding pyridines 19-26.
-
-
-
|