-
2
-
-
78650142189
-
-
J. J. Badillo, N. V. Hanhan, A. K. Franz, Curr. Opin. Drug Discovery Dev. 2010, 13, 758
-
(2010)
Curr. Opin. Drug Discovery Dev.
, vol.13
, pp. 758
-
-
Badillo, J.J.1
Hanhan, N.V.2
Franz, A.K.3
-
6
-
-
84873062777
-
-
K. Shen, X. Liu, L. Lin, X. Feng, Chem. Sci. 2011, DOI
-
K. Shen, X. Liu, L. Lin, X. Feng, Chem. Sci. 2011, DOI
-
-
-
-
7
-
-
77954271846
-
-
F. Zhou, Y. L. Liu, J. Zhou, Adv. Synth. Catal. 2010, 352, 1381.
-
(2010)
Adv. Synth. Catal.
, vol.352
, pp. 1381
-
-
Zhou, F.1
Liu, Y.L.2
Zhou, J.3
-
8
-
-
33748667844
-
-
R. Shintani, M. Inoue, T. Hayashi, Angew. Chem. 2006, 118, 3431
-
(2006)
Angew. Chem.
, vol.118
, pp. 3431
-
-
Shintani, R.1
Inoue, M.2
Hayashi, T.3
-
10
-
-
70349125916
-
-
D. Tomita, K. Yamatsugu, M. Kanai, M. Shibasaki, J. Am. Chem. Soc. 2009, 131, 6946
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 6946
-
-
Tomita, D.1
Yamatsugu, K.2
Kanai, M.3
Shibasaki, M.4
-
11
-
-
77954279388
-
-
N. V. Hanhan, A. H. Sahin, T. W. Chang, J. C. Fettinger, A. K. Franz, Angew. Chem. 2010, 122, 756
-
(2010)
Angew. Chem.
, vol.122
, pp. 756
-
-
Hanhan, N.V.1
Sahin, A.H.2
Chang, T.W.3
Fettinger, J.C.4
Franz, A.K.5
-
12
-
-
74849131136
-
-
For selected examples using organocatalysis, see
-
Angew. Chem. Int. Ed. 2010, 49, 744. For selected examples using organocatalysis, see
-
(2010)
Angew. Chem. Int. Ed.
, vol.49
, pp. 744
-
-
-
13
-
-
24144493658
-
-
G. Luppi, P. G. Cozzi, M. Monari, B. Kaptein, Q. B. Broxterman, C. Tomasini, J. Org. Chem. 2005, 70, 7418
-
(2005)
J. Org. Chem.
, vol.70
, pp. 7418
-
-
Luppi, G.1
Cozzi, P.G.2
Monari, M.3
Kaptein, B.4
Broxterman, Q.B.5
Tomasini, C.6
-
14
-
-
69449106657
-
-
T. Itoh, H. Ishikawa, Y. Hayashi, Org. Lett. 2009, 11, 3854
-
(2009)
Org. Lett.
, vol.11
, pp. 3854
-
-
Itoh, T.1
Ishikawa, H.2
Hayashi, Y.3
-
15
-
-
78049397718
-
-
Y.-L. Liu, B.-L. Wang, J.-J. Cao, L. Chen, Y.-X. Zhang, C. Wang, J. Zhou, J. Am. Chem. Soc. 2010, 132, 15176.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 15176
-
-
Liu, Y.-L.1
Wang, B.-L.2
Cao, J.-J.3
Chen, L.4
Zhang, Y.-X.5
Wang, C.6
Zhou, J.7
-
16
-
-
50849107654
-
-
Y.-X. Jia, J. M. Hillgren, E. M. Watson, S. P. Marsden, E. P. Kündig, Chem. Commun. 2008, 4040
-
(2008)
Chem. Commun.
, pp. 4040
-
-
Jia, Y.-X.1
Hillgren, J.M.2
Watson, E.M.3
Marsden, S.P.4
Kündig, E.P.5
-
17
-
-
81855198449
-
-
L. Yin, M. Kanai, M. Shibasaki, Angew. Chem. 2011, 123, 7762
-
(2011)
Angew. Chem.
, vol.123
, pp. 7762
-
-
Yin, L.1
Kanai, M.2
Shibasaki, M.3
-
19
-
-
33845919566
-
-
T. Ishimaru, N. Shibata, J. Nagai, S. Nakamura, T. Toru, S. Kanemasa, J. Am. Chem. Soc. 2006, 128, 16488
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 16488
-
-
Ishimaru, T.1
Shibata, N.2
Nagai, J.3
Nakamura, S.4
Toru, T.5
Kanemasa, S.6
-
20
-
-
44449174208
-
-
D. Sano, K. Nagata, T. Itoh, Org. Lett. 2008, 10, 1593
-
(2008)
Org. Lett.
, vol.10
, pp. 1593
-
-
Sano, D.1
Nagata, K.2
Itoh, T.3
-
21
-
-
77952578835
-
-
T. Bui, N. R. Candeias, C. F. Barbas III, J. Am. Chem. Soc. 2010, 132, 5574
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 5574
-
-
Bui, T.1
Candeias, N.R.2
Iii, F.B.C.3
-
22
-
-
79960265175
-
-
Z. Zhang, W. Zheng, J. C. Antilla, Angew. Chem. 2011, 123, 1167
-
(2011)
Angew. Chem.
, vol.123
, pp. 1167
-
-
Zhang, Z.1
Zheng, W.2
Antilla, J.C.3
-
24
-
-
67649600829
-
-
T. Bui, S. Syed, C. F. Barbas III, J. Am. Chem. Soc. 2009, 131, 8758
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 8758
-
-
Bui, T.1
Syed, S.2
Iii, F.B.C.3
-
25
-
-
67649948776
-
-
Y. Kato, M. Yurutachi, Z. Chen, H. Mitsunuma, S. Matsunaga, M. Shibasaki, J. Am. Chem. Soc. 2009, 131, 9168
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 9168
-
-
Kato, Y.1
Yurutachi, M.2
Chen, Z.3
Mitsunuma, H.4
Matsunaga, S.5
Shibasaki, M.6
-
26
-
-
70450177483
-
-
R. He, S. Shirakawa, K. Maruoka, J. Am. Chem. Soc. 2009, 131, 16620
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 16620
-
-
He, R.1
Shirakawa, S.2
Maruoka, K.3
-
27
-
-
68349101812
-
-
P. Galzerano, G. Bencivenni, F. Pesciaioli, A. Mazzanti, B. Giannichi, L. Sambri, G. Bartoli, P. Melchiorre, Chem. Eur. J. 2009, 15, 7846
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 7846
-
-
Galzerano, P.1
Bencivenni, G.2
Pesciaioli, F.3
Mazzanti, A.4
Giannichi, B.5
Sambri, L.6
Bartoli, G.7
Melchiorre, P.8
-
28
-
-
77953878420
-
-
F. Pesciaioli, X. Tian, G. Bencivenni, G. Bartoli, P. Melchiorre, Synlett 2010, 1704
-
(2010)
Synlett
, pp. 1704
-
-
Pesciaioli, F.1
Tian, X.2
Bencivenni, G.3
Bartoli, G.4
Melchiorre, P.5
-
29
-
-
80054103574
-
-
M. Ding, F. Zhou, Y.-L. Liu, C.-H. Wang, X.-L. Zhao, J. Zhou, Chem. Sci. 2011, 2, 2035.
-
(2011)
Chem. Sci.
, vol.2
, pp. 2035
-
-
Ding, M.1
Zhou, F.2
Liu, Y.-L.3
Wang, C.-H.4
Zhao, X.-L.5
Zhou, J.6
-
30
-
-
4344664521
-
-
Interestingly, when the authors tried to directly use dioxindole 1 in the Michael addition under strongly basic conditions, they obtained "deeply colored mixtures and â∥ï intractable tars", see
-
P. L. Julian, E. E. Dailey, H. C. Printy, H. L. Cohen, S. Hamashige, J. Am. Chem. Soc. 1956, 78, 3503. Interestingly, when the authors tried to directly use dioxindole 1 in the Michael addition under strongly basic conditions, they obtained "deeply colored mixtures and â∥ï intractable tars", see
-
(1956)
J. Am. Chem. Soc.
, vol.78
, pp. 3503
-
-
Julian, P.L.1
Dailey, E.E.2
Printy, H.C.3
Cohen, H.L.4
Hamashige, S.5
-
31
-
-
33947460209
-
-
P. L. Julian, H. C. Printy, E. E. Dailey, J. Am. Chem. Soc. 1956, 78, 3501.
-
(1956)
J. Am. Chem. Soc.
, vol.78
, pp. 3501
-
-
Julian, P.L.1
Printy, H.C.2
Dailey, E.E.3
-
34
-
-
0001505210
-
-
G. A. Russell, C. L. Myers, P. Bruni, F. A. Neugebauer, R. Blankespoor, J. Am. Chem. Soc. 1970, 92, 2762
-
(1970)
J. Am. Chem. Soc.
, vol.92
, pp. 2762
-
-
Russell, G.A.1
Myers, C.L.2
Bruni, P.3
Neugebauer, F.A.4
Blankespoor, R.5
-
35
-
-
0001622458
-
-
The radical intermediate II in Figure 2 is stabilized by a captodative effect, see
-
E. Ziegler, T. Kappe, R. Salvador, Monatsh. Chem. 1963, 94, 453. The radical intermediate II in Figure 2 is stabilized by a captodative effect, see
-
(1963)
Monatsh. Chem.
, vol.94
, pp. 453
-
-
Ziegler, E.1
Kappe, T.2
Salvador, R.3
-
36
-
-
0345846102
-
-
and
-
R. W. Bennett, D. L. Wharry, T. H. Koch, J. Am. Chem. Soc. 1980, 102, 2345, and
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 2345
-
-
Bennett, R.W.1
Wharry, D.L.2
Koch, T.H.3
-
37
-
-
33845377664
-
-
Further details about the oxidative pathway that leads to isatide are discussed in Figure S3 in the Supporting Information. For a leading reference on the enolate oxidative coupling, see
-
H. G. Viehe, Z. Janousek, R. Merenyi, L. Stella, Acc. Chem. Res. 1985, 18, 148. Further details about the oxidative pathway that leads to isatide are discussed in Figure S3 in the Supporting Information. For a leading reference on the enolate oxidative coupling, see
-
(1985)
Acc. Chem. Res.
, vol.18
, pp. 148
-
-
Viehe, H.G.1
Janousek, Z.2
Merenyi, R.3
Stella, L.4
-
38
-
-
50249083476
-
-
references therein.
-
M. P. DeMartino, K. Chen, P. S. Baran, J. Am. Chem. Soc. 2008, 130, 11546, and references therein.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 11546
-
-
Demartino, M.P.1
Chen, K.2
Baran, P.S.3
-
39
-
-
20444486476
-
-
M. Marigo, T. C. Wabnitz, D. Fielenbach, K. A. J̀rgensen, Angew. Chem. 2005, 117, 804
-
(2005)
Angew. Chem.
, vol.117
, pp. 804
-
-
Marigo, M.1
Wabnitz, T.C.2
Fielenbach, D.3
Jãrgensen, K.A.4
-
41
-
-
33645951837
-
-
Y. Hayashi, H. Gotoh, T. Hayashi, Angew. Chem. 2005, 117, 4284
-
(2005)
Angew. Chem.
, vol.117
, pp. 4284
-
-
Hayashi, Y.1
Gotoh, H.2
Hayashi, T.3
-
42
-
-
22144459070
-
-
For a recent review, see
-
Angew. Chem. Int. Ed. 2005, 44, 4212. For a recent review, see
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4212
-
-
-
44
-
-
0018611071
-
-
G. Büchi, P. R. DeShong, S. Katsumura, Y. Sugimura, J. Am. Chem. Soc. 1979, 101, 5084
-
(1979)
J. Am. Chem. Soc.
, vol.101
, pp. 5084
-
-
Büchi, G.1
Deshong, P.R.2
Katsumura, S.3
Sugimura, Y.4
-
45
-
-
0021060317
-
-
M. Nakagawa, M. Taniguchi, M. Sodeoka, M. Ito, K. Yamaguchi, T. Hino, J. Am. Chem. Soc. 1983, 105, 3709
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 3709
-
-
Nakagawa, M.1
Taniguchi, M.2
Sodeoka, M.3
Ito, M.4
Yamaguchi, K.5
Hino, T.6
-
46
-
-
32644452625
-
-
For a recent enantioselective synthesis, see
-
V. Nair, S. Vellalth, M. Poonoth, R. Mohan, E. Suresh, Org. Lett. 2006, 8, 507. For a recent enantioselective synthesis, see
-
(2006)
Org. Lett.
, vol.8
, pp. 507
-
-
Nair, V.1
Vellalth, S.2
Poonoth, M.3
Mohan, R.4
Suresh, E.5
-
47
-
-
80052310709
-
-
L.-H. Sun, L.-T. Shen, S. Ye, Chem. Commun. 2011, 47, 10136.
-
(2011)
Chem. Commun.
, vol.47
, pp. 10136
-
-
Sun, L.-H.1
Shen, L.-T.2
Ye, S.3
-
48
-
-
2542446237
-
-
Both a tertiary amine and an acid are able to reduce the optical purity of enantioenriched dioxindole 1 by promoting keto-enol tautomerization, see.
-
Both a tertiary amine and an acid are able to reduce the optical purity of enantioenriched dioxindole 1 by promoting keto-enol tautomerization, see:, O. J. Sonderegger, T. Bürgi, L. K. Limbach, A. Baiker, J. Mol. Catal. A 2004, 217, 93.
-
(2004)
J. Mol. Catal. A
, vol.217
, pp. 93
-
-
Sonderegger, O.J.1
Bürgi, T.2
Limbach, L.K.3
Baiker, A.4
-
49
-
-
60749089484
-
-
D. A. Alonso, S. Kitagaki, N. Utsumi, C. F. Barbas III, Angew. Chem. 2008, 120, 4664
-
(2008)
Angew. Chem.
, vol.120
, pp. 4664
-
-
Alonso, D.A.1
Kitagaki, S.2
Utsumi, N.3
Iii, F.B.C.4
-
51
-
-
79951850684
-
-
S. Vera, Y. Liu, M. Marigo, E. C. Escudero-Adán, P. Melchiorre, Synlett 2011, 489.
-
(2011)
Synlett
, pp. 489
-
-
Vera, S.1
Liu, Y.2
Marigo, M.3
Escudero-Adán, E.C.4
Melchiorre, P.5
-
52
-
-
84988053641
-
-
For a precedent synthetic route toward maremycin A, see
-
W. Balk-Bindseil, E. Helmke, H. Weyland, H. Laatsch, Liebigs Ann. 1995, 1291. For a precedent synthetic route toward maremycin A, see
-
(1995)
Liebigs Ann.
, pp. 1291
-
-
Balk-Bindseil, W.1
Helmke, E.2
Weyland, H.3
Laatsch, H.4
-
53
-
-
47049111461
-
-
T. Ueda, M. Inada, I. Okamoto, N. Morita, O. Tamura, Org. Lett. 2008, 10, 2043.
-
(2008)
Org. Lett.
, vol.10
, pp. 2043
-
-
Ueda, T.1
Inada, M.2
Okamoto, I.3
Morita, N.4
Tamura, O.5
-
54
-
-
72449175745
-
-
A. Giannis, P. Heretsch, V. Sarli, A. Stöel, Angew. Chem. 2009, 121, 8052-8055
-
(2009)
Angew. Chem.
, vol.121
, pp. 8052-8055
-
-
Giannis, A.1
Heretsch, P.2
Sarli, V.3
Stöel, A.4
-
55
-
-
70349693959
-
-
Angew. Chem. Int. Ed. 2009, 48, 7911-7914
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 7911-7914
-
-
-
56
-
-
0024510909
-
-
P. K. Subramanian, D. M. Kalvin, K. Ramalingam, R. W. Woodard, J. Org. Chem. 1989, 54, 270.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 270
-
-
Subramanian, P.K.1
Kalvin, D.M.2
Ramalingam, K.3
Woodard, R.W.4
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