-
1
-
-
0036653673
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(2002)
Curr. Opin. Drug Discovery Dev.
, vol.5
, pp. 580-593
-
-
Flynn, D.L.1
Berk, S.C.2
Makara, G.M.3
-
2
-
-
0036691029
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(2002)
Na. Rev. Drug Discovery
, vol.1
, pp. 573-586
-
-
Ley, S.V.1
Baxendale, I.R.2
-
3
-
-
20844433475
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(2000)
J. Chem. Soc., Perkin Trans. 1
, pp. 3815-4195
-
-
Ley, S.V.1
Baxendale, I.R.2
Bream, R.N.3
Jackson, P.S.4
Leach, A.G.5
Longbottom, D.A.6
Nesi, M.7
Scott, J.S.8
Storer, R.I.9
Taylor, S.J.10
-
4
-
-
0033152131
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(1999)
Curr. Opin. Chem. Biol.
, vol.3
, pp. 320-336
-
-
Parlow, J.J.1
Devraj, R.V.2
South, M.S.3
-
5
-
-
0032948663
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(1999)
Acc. Chem. Res.
, vol.32
, pp. 18-26
-
-
Booth, R.J.1
Hodges, J.C.2
-
6
-
-
0002369226
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(1998)
J. Curr. Opin. Drug Discovery Dev.
, vol.1
, pp. 41-50
-
-
Flynn, D.L.1
Devraj, R.V.2
Parlow, J.3
-
7
-
-
0031152048
-
-
For review, see: (a) Flynn, D. L.; Berk, S. C.; Makara, G. M. Curr. Opin. Drug Discovery Dev. 2002, 5, 580-593. (b) Ley, S. V.; Baxendale, I. R. Na. Rev. Drug Discovery 2002, 1, 573-586. (c) Ley, S. V.; Baxendale, I. R.; Bream, R. N.; Jackson, P. S.; Leach, A. G.; Longbottom, D. A.; Nesi, M.; Scott, J. S.; Storer, R. I.; Taylor, S. J. J. Chem. Soc., Perkin Trans. 1 2000, 3815-4195. (d) Parlow, J. J.; Devraj, R. V.; South, M. S. Curr. Opin. Chem. Biol. 1999, 3, 320-336. (e) Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18-26. (f) Flynn, D. L.; Devraj, R. V.; Parlow, J. J. Curr. Opin. Drug Discovery Dev. 1998, 1, 41-50. (g) Kaldor, S. W.; Siegel, M. G. Curr. Opin. Chem. Biol. 1997, 1, 101-106.
-
(1997)
Curr. Opin. Chem. Biol.
, vol.1
, pp. 101-106
-
-
Kaldor, S.W.1
Siegel, M.G.2
-
8
-
-
0030813190
-
-
Parlow, J. J.; Naing, W.; South, M. S.; Flynn, D. L. Tetrahedron Lett. 1997, 38, 7959-7962.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 7959-7962
-
-
Parlow, J.J.1
Naing, W.2
South, M.S.3
Flynn, D.L.4
-
10
-
-
85077634689
-
-
For review, see: (a) Mitsunobu, O. Synthesis 1981, 1-28. (b) Simon, C.; Sandor, H.; Sandor, M. J. Heterocycl. Chem. 1997, 34, 349. (c) Hughes, D. L. Org. Reactions 1992, 42, 335.
-
(1981)
Synthesis
, pp. 1-28
-
-
Mitsunobu, O.1
-
11
-
-
0030941221
-
-
For review, see: (a) Mitsunobu, O. Synthesis 1981, 1-28. (b) Simon, C.; Sandor, H.; Sandor, M. J. Heterocycl. Chem. 1997, 34, 349. (c) Hughes, D. L. Org. Reactions 1992, 42, 335.
-
(1997)
J. Heterocycl. Chem.
, vol.34
, pp. 349
-
-
Simon, C.1
Sandor, H.2
Sandor, M.3
-
12
-
-
0000414496
-
-
For review, see: (a) Mitsunobu, O. Synthesis 1981, 1-28. (b) Simon, C.; Sandor, H.; Sandor, M. J. Heterocycl. Chem. 1997, 34, 349. (c) Hughes, D. L. Org. Reactions 1992, 42, 335.
-
(1992)
Org. Reactions
, vol.42
, pp. 335
-
-
Hughes, D.L.1
-
13
-
-
33845550147
-
-
(a) For the preparation and use of cross-linked polystyrene-supported triphenylphosphine, see: Bernard, M.; Ford, W. T. J. Org. Chem. 1983, 48, 326-332.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 326-332
-
-
Bernard, M.1
Ford, W.T.2
-
14
-
-
0001360157
-
-
(b) Amos, R. A.; Emblidge, R. W.; Havens, N. J. Org. Chem. 1983, 48, 3598.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 3598
-
-
Amos, R.A.1
Emblidge, R.W.2
Havens, N.3
-
15
-
-
1842713260
-
-
(c) Wentworth, P., Jr.; Vandersteen, A. M.; Janda, K. D. Chem. Commun. 1997, 8, 759-760.
-
(1997)
Chem. Commun.
, vol.8
, pp. 759-760
-
-
Wentworth P., Jr.1
Vandersteen, A.M.2
Janda, K.D.3
-
16
-
-
0032569908
-
-
(d) Tunoori, A. R.; Dutta, D.; Georg, G. I. Tetrahedron Lett. 1998, 39, 8751-8754.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 8751-8754
-
-
Tunoori, A.R.1
Dutta, D.2
Georg, G.I.3
-
17
-
-
0034043901
-
-
(e) White, J. M.; Tunoori, A. R.; Dutta, D.; Georg, G. I. Comb. Chem. High Throughput Screening 2000, 3, 103-106.
-
(2000)
Comb. Chem. High Throughput Screening
, vol.3
, pp. 103-106
-
-
White, J.M.1
Tunoori, A.R.2
Dutta, D.3
Georg, G.I.4
-
18
-
-
0035937306
-
-
(f) Charette, A. B.; Janes, M. K.; Boezio, A. A. J. Org. Chem. 2001, 66, 2178-2180.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 2178-2180
-
-
Charette, A.B.1
Janes, M.K.2
Boezio, A.A.3
-
19
-
-
0037617581
-
-
(g) Gentles, R. G.; Wodka, D.; Park, D. C.; Vasudevan, A. J. Comb. Chem. 2002, 4, 442-456.
-
(2002)
J. Comb. Chem.
, vol.4
, pp. 442-456
-
-
Gentles, R.G.1
Wodka, D.2
Park, D.C.3
Vasudevan, A.4
-
21
-
-
0000482191
-
-
Arnold, L. D.; Assil, H. I.; Vederas, J. C. J. Am. Chem. Soc. 1989, 111, 3973-3976.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 3973-3976
-
-
Arnold, L.D.1
Assil, H.I.2
Vederas, J.C.3
-
23
-
-
0033546351
-
-
(b) Kiankarimi, M.; Lowe, R.; McCarthy, J. R.; Whitten, J. P. Tetrahedron Lett. 1999, 40, 4497-4500.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 4497-4500
-
-
Kiankarimi, M.1
Lowe, R.2
McCarthy, J.R.3
Whitten, J.P.4
-
24
-
-
0032497352
-
-
Starkey, G. W.; Parlow, J. J.; Flynn, D. L. Bioorg. Med. Chem. Lett. 1998, 8, 2385-2390.
-
(1998)
Bioorg. Med. Chem. Lett.
, vol.8
, pp. 2385-2390
-
-
Starkey, G.W.1
Parlow, J.J.2
Flynn, D.L.3
-
27
-
-
0034699311
-
-
Barrett, A. G. M.; Roberts, R. S.; Schröder, J. Org. Lett. 2000, 2, 2999-3001.
-
(2000)
Org. Lett.
, vol.2
, pp. 2999-3001
-
-
Barrett, A.G.M.1
Roberts, R.S.2
Schröder, J.3
-
28
-
-
0034597495
-
-
Wang, X.; Parlow, J. J.; Porco, J. A., Jr. Org. Lett. 2000, 2, 3509-3512.
-
(2000)
Org. Lett.
, vol.2
, pp. 3509-3512
-
-
Wang, X.1
Parlow, J.J.2
Porco J.A., Jr.3
-
29
-
-
0038441605
-
-
Published during the review process: Li, X.; Abell, C.; Ladlow, M. J. Org. Chem. 2003, 68, 4189-4194.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 4189-4194
-
-
Li, X.1
Abell, C.2
Ladlow, M.3
-
30
-
-
0011498790
-
-
The synthesis and application of TAD on silica gel was reported; see: (1) Keana, J. F. W.; Ward, D. D. Synth. Commun. 1983, 13, 729-735. (2) Keana, J. F. W.; Guzikowski, A. P.; Ward, D. D.; Morat, C.; Van Nice, F. L. J. Org. Chem. 1983, 48, 2654-2660.
-
(1983)
Synth. Commun.
, vol.13
, pp. 729-735
-
-
Keana, J.F.W.1
Ward, D.D.2
-
31
-
-
0001663705
-
-
The synthesis and application of TAD on silica gel was reported; see: (1) Keana, J. F. W.; Ward, D. D. Synth. Commun. 1983, 13, 729-735. (2) Keana, J. F. W.; Guzikowski, A. P.; Ward, D. D.; Morat, C.; Van Nice, F. L. J. Org. Chem. 1983, 48, 2654-2660.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 2654-2660
-
-
Keana, J.F.W.1
Guzikowski, A.P.2
Ward, D.D.3
Morat, C.4
Van Nice, F.L.5
-
32
-
-
0141814450
-
-
note
-
The urazole 31 was successfully synthesized on polystyrene, and the loading was confirmed by elemental analysis to be 1.44 mmol/g. The oxidation of the polymer-supported urazole afforded a red resin, which is characteristic of the formation of TAD 32. Various oxidants and reaction conditions were tested, but none gave synthetically accessible loading of 32 higher than 0.4 mmol/g.
-
-
-
-
33
-
-
0141703056
-
-
note
-
(4-Maleimidobutyramidomethyl)polystyrene 11b was purchased from Fluka.
-
-
-
-
34
-
-
0141591331
-
-
note
-
-1, which is slightly higher than 11, presumably as a result of better accessibility of resin 11b. But because of the low loading, the time for >99% scavenging by resin 11b would be 24 h, instead of 13 h by resin 11, when the same condition was used (1 equiv anthracene-tagged compound 12, 1.2 equiv maleimide resin, and 10 mL solvent per gram of resin).
-
-
-
-
36
-
-
33947471884
-
-
(b) Tawney, P. O.; Snyder, R. H.; Conger, R. P.; Leibbrand, K. A.; Stiteler, C. H.; Williams, A. R. J. Org. Chem. 1961, 26, 15-21.
-
(1961)
J. Org. Chem.
, vol.26
, pp. 15-21
-
-
Tawney, P.O.1
Snyder, R.H.2
Conger, R.P.3
Leibbrand, K.A.4
Stiteler, C.H.5
Williams, A.R.6
-
38
-
-
0030805612
-
-
Using HOBt as catalytic additive to promote the reaction between p-nitrophenyl carbonate and a very sluggish aziridine nitrogen nucleophile was reported before; see: Dubowchik, G. M.; King, H. D.; Pham-Kaplita, K. Tetrahedron Lett. 1997, 38, 5261-5264.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 5261-5264
-
-
Dubowchik, G.M.1
King, H.D.2
Pham-Kaplita, K.3
-
39
-
-
0141591332
-
-
note
-
(a) Polystyrene-diethylenetriamine was custom ordered from Argonaut Technologies Inc., Lot no. 01264; loading, 2.63 mmol/g.
-
-
-
-
40
-
-
0001768317
-
-
(b) Parlow, J. J.; Mischke, D. A.; Woodard, S. S. J. Org. Chem. 1997, 62, 5908-5919.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 5908-5919
-
-
Parlow, J.J.1
Mischke, D.A.2
Woodard, S.S.3
-
41
-
-
0006911853
-
-
For a review, see: Adam, W.; DeLucchi, O. Angew. Chem., Int. Ed. Engl. 1980, 19, 762.
-
(1980)
Angew. Chem., Int. Ed. Engl.
, vol.19
, pp. 762
-
-
Adam, W.1
DeLucchi, O.2
-
42
-
-
0141814449
-
-
For example, see: (1) Medina, J. C.; Cadilla, R.; Kyler, K. S. Tetrahedron Lett. 1987, 1059-1062. (2) Kahn, M.; Wike, S.; Chen, B.; Fujita, K. J. Am. Chem. Soc. 1988, 110, 1638-1639.
-
(1987)
Tetrahedron Lett.
, pp. 1059-1062
-
-
Medina, J.C.1
Cadilla, R.2
Kyler, K.S.3
-
43
-
-
0000784430
-
-
For example, see: (1) Medina, J. C.; Cadilla, R.; Kyler, K. S. Tetrahedron Lett. 1987, 1059-1062. (2) Kahn, M.; Wike, S.; Chen, B.; Fujita, K. J. Am. Chem. Soc. 1988, 110, 1638-1639.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 1638-1639
-
-
Kahn, M.1
Wike, S.2
Chen, B.3
Fujita, K.4
-
44
-
-
0141701864
-
-
note
-
The "diethyl azodicarboxylate on polystyrene" from Fluka (Lot no: 12359/1 62502; loading, 1.2 mmol "N"/g) and the ethoxycarbonylazodicarboxymethyl polystyrene from Nova-biochem (Lot no. A27447; loading, 1.30 mmol/g). See Experimental Section for representative loadings.
-
-
-
-
45
-
-
0000951044
-
-
Hughes, D. L.; Reamer, R. A.; Bergan, J. J.; Grabowski, E. J. J. J. Am. Chem. Soc. 1988, 110, 6487-6491.
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 6487-6491
-
-
Hughes, D.L.1
Reamer, R.A.2
Bergan, J.J.3
Grabowski, E.J.J.4
-
46
-
-
0001033833
-
-
Mitsunobu, O.; Yamada, M.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1967, 40, 935.
-
(1967)
Bull. Chem. Soc. Jpn.
, vol.40
, pp. 935
-
-
Mitsunobu, O.1
Yamada, M.2
Mukaiyama, T.3
-
47
-
-
84948259401
-
-
(a) Dow, R. L.; Kelly, R. C.; Schletter, I.; Wierenga, W. Synth. Comm, 1981, 11, 43-53.
-
(1981)
Synth. Comm.
, vol.11
, pp. 43-53
-
-
Dow, R.L.1
Kelly, R.C.2
Schletter, I.3
Wierenga, W.4
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