-
1
-
-
0022285490
-
-
For reviews of the Stille reaction see: a
-
For reviews of the Stille reaction see: a) J. K. Stille, Pure Appl. Chem. 1985, 57, 1771-1780;
-
(1985)
Pure Appl. Chem
, vol.57
, pp. 1771-1780
-
-
Stille, J.K.1
-
2
-
-
0003949622
-
-
Butterworth, London
-
b) M. Pereyre, J. P. Quintard, A. Rahm, Tin in Organic Synthesis, Butterworth, London, 1987, pp 185-210;
-
(1987)
Tin in Organic Synthesis
, pp. 185-210
-
-
Pereyre, M.1
Quintard, J.P.2
Rahm, A.3
-
3
-
-
0000802361
-
-
c) V. Farina, V. Krishnamurthy, W. J. Scott, Org. React. 1997, 50, 1-652;
-
(1997)
Org. React
, vol.50
, pp. 1-652
-
-
Farina, V.1
Krishnamurthy, V.2
Scott, W.J.3
-
4
-
-
0004216578
-
-
John Wiley & Sons, New York, NY
-
d) V. Farina, V. Krishnamurthy, W. J. Scott, The Stille Reaction, John Wiley & Sons, New York, NY, 1998, pp 1-652;
-
(1998)
The Stille Reaction
, pp. 1-652
-
-
Farina, V.1
Krishnamurthy, V.2
Scott, W.J.3
-
5
-
-
0036589259
-
-
e) J. Hassa, M. Svignon, C. Gozzi, E. Schulz, M. Lemaire, Chem. Rev. 2002, 102, 1359-1470;
-
(2002)
Chem. Rev
, vol.102
, pp. 1359-1470
-
-
Hassa, J.1
Svignon, M.2
Gozzi, C.3
Schulz, E.4
Lemaire, M.5
-
7
-
-
0037112673
-
-
Angew. Chem. Int. Ed. 2002, 41, 4176-4211;
-
(2002)
Angew. Chem. Int. Ed
, vol.41
, pp. 4176-4211
-
-
-
8
-
-
14344266665
-
-
2nd edn, Eds, A. de Meijere, F. Diederich, Wiley-VCH, Weinheim
-
nd edn., (Eds.: A. de Meijere, F. Diederich), Wiley-VCH, Weinheim, 2004, pp 125;
-
(2004)
Metal-catalyzed Cross-coupling Reactions
, pp. 125
-
-
Mitchell, T.N.1
-
10
-
-
4644245555
-
-
Angew. Chem. Int. Ed. 2004, 43, 4704-4734.
-
(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 4704-4734
-
-
-
12
-
-
0003703820
-
-
2nd edn, Ed, R. H. Thomson, Blackie Academic & Professional, Glasgow
-
nd edn., (Ed.: R. H. Thomson), Blackie Academic & Professional, Glasgow, 1993, pp 60-105;
-
(1993)
The Chemistry of Natural Products
, pp. 60-105
-
-
Gill, M.1
-
13
-
-
0000795317
-
-
c) G. B. Smith, G. C. Dezeny, D. L. Hughes, A. O. King, T. R. Verhoeven, J. Org. Chem. 1994, 59, 8151-8156;
-
(1994)
J. Org. Chem
, vol.59
, pp. 8151-8156
-
-
Smith, G.B.1
Dezeny, G.C.2
Hughes, D.L.3
King, A.O.4
Verhoeven, T.R.5
-
14
-
-
33746822453
-
-
Ed, K. J. Hale, Sheffield Academic Press, Sheffield
-
d) R. S. Coleman, M. L. Madaras, in: The Chemical Synthesis of Natural Products, (Ed.: K. J. Hale), Sheffield Academic Press, Sheffield, 2000, pp 144-179;
-
(2000)
The Chemical Synthesis of Natural Products
, pp. 144-179
-
-
Coleman, R.S.1
Madaras, M.L.2
-
16
-
-
0037175592
-
-
f) S. Kotha, K. Lahiri, D. Kashinath, Tetrahedron 2002, 58, 9633-9695;
-
(2002)
Tetrahedron
, vol.58
, pp. 9633-9695
-
-
Kotha, S.1
Lahiri, K.2
Kashinath, D.3
-
17
-
-
1842577519
-
-
g) G. Bringmann, Y. Reichert, V. V. Kane, Tetrahedron 2004, 60, 3539-3574;
-
(2004)
Tetrahedron
, vol.60
, pp. 3539-3574
-
-
Bringmann, G.1
Reichert, Y.2
Kane, V.V.3
-
19
-
-
37549000624
-
-
i) T. C. Roberts, P. A. Smith, R. T. Cirz, R. E. Romesberg, J. Am. Chem. Soc. 2007, 129, 15830-15838.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 15830-15838
-
-
Roberts, T.C.1
Smith, P.A.2
Cirz, R.T.3
Romesberg, R.E.4
-
20
-
-
0345802559
-
-
a) O. Navarro, R. A. Kelly, S. P. Nolan, J. Am. Chem. Soc. 2003, 125, 16194-16195;
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 16194-16195
-
-
Navarro, O.1
Kelly, R.A.2
Nolan, S.P.3
-
21
-
-
4544372693
-
-
b) S. D. Walker, T. E. Barder, J. R. Martinelli, S. L. Buchwald, Angew. Chem. 2004, 116, 1907-1912;
-
(2004)
Angew. Chem
, vol.116
, pp. 1907-1912
-
-
Walker, S.D.1
Barder, T.E.2
Martinelli, J.R.3
Buchwald, S.L.4
-
22
-
-
3042654141
-
-
Angew. Chem. Int. Ed. 2004, 43, 1871-1876;
-
(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 1871-1876
-
-
-
23
-
-
16844367937
-
-
c) T. E. Barder, S. D. Walker, J. R. Martinelli, S. L. Buchwald, J. Am. Chem. Soc. 2005, 127, 4685-4696;
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 4685-4696
-
-
Barder, T.E.1
Walker, S.D.2
Martinelli, J.R.3
Buchwald, S.L.4
-
24
-
-
33645451955
-
-
d) N. Marion, O. Navarro, J. Mei, E. D. Stevens, N. M. Scott, S. P. Nolan, J. Am. Chem. Soc. 2006, 128, 4101-4111.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 4101-4111
-
-
Marion, N.1
Navarro, O.2
Mei, J.3
Stevens, E.D.4
Scott, N.M.5
Nolan, S.P.6
-
26
-
-
0033549832
-
-
Angew. Chem. Int. Ed. 1999, 38, 2411-2413;
-
(1999)
Angew. Chem. Int. Ed
, vol.38
, pp. 2411-2413
-
-
-
30
-
-
0041345800
-
-
e) R. B. Bedford, S. L. Hazelwood, M. E. Limmert, D. A. Albisson, S. M. Draper, P. N. Scully, S. J. Coles, M. B. Hursthouse, Chem. Eur. J. 2003, 9, 3216-3227;
-
(2003)
Chem. Eur. J
, vol.9
, pp. 3216-3227
-
-
Bedford, R.B.1
Hazelwood, S.L.2
Limmert, M.E.3
Albisson, D.A.4
Draper, S.M.5
Scully, P.N.6
Coles, S.J.7
Hursthouse, M.B.8
-
31
-
-
4644364062
-
-
f) S. P. H. Mee, V. Lee, J. E. Baldwin, Angew. Chem. 2004, 116, 1152-1156;
-
(2004)
Angew. Chem
, vol.116
, pp. 1152-1156
-
-
Mee, S.P.H.1
Lee, V.2
Baldwin, J.E.3
-
32
-
-
1842565056
-
-
Angew. Chem. Int. Ed. 2004, 43, 1132-1136;
-
(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 1132-1136
-
-
-
33
-
-
2442598164
-
-
g) W. Su, S. Urgaonkar, J. G. Verkade, Org. Lett. 2004, 6, 1421-1424;
-
(2004)
Org. Lett
, vol.6
, pp. 1421-1424
-
-
Su, W.1
Urgaonkar, S.2
Verkade, J.G.3
-
34
-
-
11444254369
-
-
h) W. Su, S. Urgaonkar, P. A. McLaughlin, J. G. Verkade, J. Am. Chem. Soc. 2004, 126, 16433-16439;
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 16433-16439
-
-
Su, W.1
Urgaonkar, S.2
McLaughlin, P.A.3
Verkade, J.G.4
-
35
-
-
22244465849
-
-
i) V. Calo, A. Nacci, A. Monopoli, F. Montigelli, J. Org. Chem. 2005, 70, 6040-6044;
-
(2005)
J. Org. Chem
, vol.70
, pp. 6040-6044
-
-
Calo, V.1
Nacci, A.2
Monopoli, A.3
Montigelli, F.4
-
36
-
-
29144507006
-
-
j) M. L. Kantam, S. Roy, M. Roy, B. Sreedhar, B. M. Choudary, Adv. Synth. Catal. 2005, 347, 2002-2008;
-
(2005)
Adv. Synth. Catal
, vol.347
, pp. 2002-2008
-
-
Kantam, M.L.1
Roy, S.2
Roy, M.3
Sreedhar, B.4
Choudary, B.M.5
-
37
-
-
19844364290
-
-
k) S. P. H. Mee, V. Lee, J. E. Baldwin, Chem. Eur. J. 2005, 11, 3294-3308.
-
(2005)
Chem. Eur. J
, vol.11
, pp. 3294-3308
-
-
Mee, S.P.H.1
Lee, V.2
Baldwin, J.E.3
-
38
-
-
36348930021
-
-
For a selection of recent applications of the Stille reaction in drug discovery, see: a
-
For a selection of recent applications of the Stille reaction in drug discovery, see: a) D. Amans, V. Bellosta, J. Cossy, Org. Lett. 2007, 9, 4761-4764;
-
(2007)
Org. Lett
, vol.9
, pp. 4761-4764
-
-
Amans, D.1
Bellosta, V.2
Cossy, J.3
-
39
-
-
34948889252
-
-
b) M. D. Cullen, B. L. Deng, T. L. Hartman, K. M. Watson, R. W. Buckheit, C. Pannecouque, E. DeClercq, M. Cushman, J. Med. Chem. 2007, 50, 4854-4867;
-
(2007)
J. Med. Chem
, vol.50
, pp. 4854-4867
-
-
Cullen, M.D.1
Deng, B.L.2
Hartman, T.L.3
Watson, K.M.4
Buckheit, R.W.5
Pannecouque, C.6
DeClercq, E.7
Cushman, M.8
-
40
-
-
35548969410
-
-
c) V. Uchil, B. Seo, V. Nair, J. Org. Chem. 2007, 72, 8577-8579.
-
(2007)
J. Org. Chem
, vol.72
, pp. 8577-8579
-
-
Uchil, V.1
Seo, B.2
Nair, V.3
-
41
-
-
36849073179
-
-
For a selection of recent applications of the Stille reaction in natural product synthesis, see: a
-
For a selection of recent applications of the Stille reaction in natural product synthesis, see: a) S. Lopez, J. Montenegro, C. Saa, J. Org. Chem. 2007, 72, 9572-9581;
-
(2007)
J. Org. Chem
, vol.72
, pp. 9572-9581
-
-
Lopez, S.1
Montenegro, J.2
Saa, C.3
-
42
-
-
35948932526
-
-
b) D. Schweitzer, J. J. Kane, D. Strand, P. McHenry, M. Tenniswood, P. Helquist, Org. Lett. 2007, 9, 4619-4622;
-
(2007)
Org. Lett
, vol.9
, pp. 4619-4622
-
-
Schweitzer, D.1
Kane, J.J.2
Strand, D.3
McHenry, P.4
Tenniswood, M.5
Helquist, P.6
-
43
-
-
38349122240
-
-
c) V. Sofiyev, G. Navarro, D. Trauner, Org. Lett. 2008, 10, 149-152.
-
(2008)
Org. Lett
, vol.10
, pp. 149-152
-
-
Sofiyev, V.1
Navarro, G.2
Trauner, D.3
-
44
-
-
5644254180
-
-
For a selection of recent applications of biaryl monophosphine ligands see: a
-
For a selection of recent applications of biaryl monophosphine ligands see: a) J. E. Milne, S. L. Buchwald, J. Am. Chem. Soc. 2004, 126, 13028-13032;
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 13028-13032
-
-
Milne, J.E.1
Buchwald, S.L.2
-
47
-
-
35848967589
-
-
d) T. Ikawa, T. E. Barder, M. R. Biscoe, S. L. Buchwald, J. Am. Chem. Soc. 2007, 129, 13001-13007;
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 13001-13007
-
-
Ikawa, T.1
Barder, T.E.2
Biscoe, M.R.3
Buchwald, S.L.4
-
49
-
-
53849106660
-
-
The coupling of 4-chloroaniline with vinyltributylstannane in 61% yield has been reported, see ref.[4c
-
[4c]
-
-
-
-
50
-
-
53849129056
-
-
A general method for the coupling of activated aryl chlorides at 60 8C has been reported, see ref.[4h
-
[4h]
-
-
-
-
52
-
-
0027740168
-
-
a) S. M. Abel, D. J. Back, J. L. Maggs, B. K. Park, J. Steroid Biochem. Mol. Biol. 1993, 46, 833-839;
-
(1993)
J. Steroid Biochem. Mol. Biol
, vol.46
, pp. 833-839
-
-
Abel, S.M.1
Back, D.J.2
Maggs, J.L.3
Park, B.K.4
-
54
-
-
0032510318
-
-
c) S. B. Rosenblum, T. Huynh, A. Afonso, H. R. Davis, Jr., N. Yumibe, J. W. Clader, D. A. Burnett, J. Med. Chem. 1998, 41, 973-980.
-
(1998)
J. Med. Chem
, vol.41
, pp. 973-980
-
-
Rosenblum, S.B.1
Huynh, T.2
Afonso, A.3
Davis Jr., H.R.4
Yumibe, N.5
Clader, J.W.6
Burnett, D.A.7
-
55
-
-
53849105611
-
-
US Patent 2005,165,015
-
M. V. Ncube, M. H. Norman, V. I. Ognyanov, L. H. Pettus, US Patent 2005,165,015, 2005.
-
(2005)
-
-
Ncube, M.V.1
Norman, M.H.2
Ognyanov, V.I.3
Pettus, L.H.4
-
56
-
-
53849121100
-
-
M. P. Wentland, Sterling Drug Inc, USA, US Patent 4,959,363, 1990
-
M. P. Wentland, (Sterling Drug Inc., USA), US Patent 4,959,363, 1990.
-
-
-
-
57
-
-
53849118630
-
-
The coupling of 2-chloropyridine with tributyl-(phenyl)stannane did not proceed to completion under these conditions. With a prolonged reaction time, 12 h at 100°C a yield of 41% was achieved.
-
The coupling of 2-chloropyridine with tributyl-(phenyl)stannane did not proceed to completion under these conditions. With a prolonged reaction time, 12 h at 100°C a yield of 41% was achieved.
-
-
-
-
58
-
-
0000557056
-
-
A trimethylstannyl version has been reported as a coupling partner in two instances, see: a
-
A trimethylstannyl version has been reported as a coupling partner in two instances, see: a) J. M. Saa, G. Martorell, J. Org. Chem. 1993, 58, 1963-1966;
-
(1993)
J. Org. Chem
, vol.58
, pp. 1963-1966
-
-
Saa, J.M.1
Martorell, G.2
-
59
-
-
0028135070
-
-
b) A. M. Echavarren, N. Tamayo, D. J. Cardenas, J. Org. Chem. 1994, 59, 6075-6083.
-
(1994)
J. Org. Chem
, vol.59
, pp. 6075-6083
-
-
Echavarren, A.M.1
Tamayo, N.2
Cardenas, D.J.3
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