-
1
-
-
0042379984
-
-
Reviews:(a) Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945.
-
Reviews:(a) Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945.
-
-
-
-
2
-
-
36749025633
-
-
(b) Galliford, C. V.; Scheidt, K. A. Angew. Chem., Int. Ed. 2007, 46, 8748.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 8748
-
-
Galliford, C.V.1
Scheidt, K.A.2
-
3
-
-
0034812533
-
-
3-Aminooxindoles in medicinal chemistry: (a) Ochi, M.; Kawasaki, K.; Kataoka, H.; Uchio, Y. Biochem. Biophys. Res. Commun. 2001, 283, 1118.
-
3-Aminooxindoles in medicinal chemistry: (a) Ochi, M.; Kawasaki, K.; Kataoka, H.; Uchio, Y. Biochem. Biophys. Res. Commun. 2001, 283, 1118.
-
-
-
-
4
-
-
17844402708
-
-
(b) Bernard, K.; Bogliolo, S.; Ehrenfeld, J. Br. J. Pharmacol. 2005, 144, 1037.
-
(2005)
Br. J. Pharmacol
, vol.144
, pp. 1037
-
-
Bernard, K.1
Bogliolo, S.2
Ehrenfeld, J.3
-
6
-
-
22944468852
-
-
(a) Hamashima, Y.; Suzuki, T.; Takano, H.; Shimura, Y.; Sodeoka, M. J. Am. Chem. Soc. 2005, 127, 10164.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 10164
-
-
Hamashima, Y.1
Suzuki, T.2
Takano, H.3
Shimura, Y.4
Sodeoka, M.5
-
7
-
-
22144453934
-
-
(b) Shibata, N.; Kohno, J.; Takai, K.; Ishimaru, T.; Nakamura, S.; Toru, T.; Kanemasa, S. Angew. Chem., Int. Ed. 2005, 44, 4204.
-
(2005)
Angew. Chem., Int. Ed
, vol.44
, pp. 4204
-
-
Shibata, N.1
Kohno, J.2
Takai, K.3
Ishimaru, T.4
Nakamura, S.5
Toru, T.6
Kanemasa, S.7
-
8
-
-
47049110210
-
-
(c) Ishimaru, T.; Shibata, N.; Horikawa, T.; Yasuda, N.; Nakamura, S.; Toru, T.; Shiro, M. Angew. Chem., Int. Ed. 2008, 47, 4157.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 4157
-
-
Ishimaru, T.1
Shibata, N.2
Horikawa, T.3
Yasuda, N.4
Nakamura, S.5
Toru, T.6
Shiro, M.7
-
9
-
-
33845919566
-
-
Hydroxylation of oxindoles: (a) Ishimaru, T.; Shibata, N.; Nagai, J.; Nakamura, S.; Toru, T.; Kanemasa, S. J. Am. Chem. Soc. 2006, 128, 16488.
-
Hydroxylation of oxindoles: (a) Ishimaru, T.; Shibata, N.; Nagai, J.; Nakamura, S.; Toru, T.; Kanemasa, S. J. Am. Chem. Soc. 2006, 128, 16488.
-
-
-
-
10
-
-
44449174208
-
-
1593. Nucleophilic addition to isatins
-
(b) Sano, D.; Nagata, K.; Itoh, T. Org. Lett. 2008, 10, 1593. Nucleophilic addition to isatins:
-
(2008)
Org. Lett
, vol.10
-
-
Sano, D.1
Nagata, K.2
Itoh, T.3
-
11
-
-
33746112742
-
-
(c) Shintani, R.; Inoue, M.; Hayashi, T. Angew. Chem., Int. Ed. 2006, 45, 3353.
-
(2006)
Angew. Chem., Int. Ed
, vol.45
, pp. 3353
-
-
Shintani, R.1
Inoue, M.2
Hayashi, T.3
-
12
-
-
33746147475
-
-
(d) Toullec, P. Y.; Jagt, R. B. C.; de Vries, J. G.; Feringa, B. L.; Minnaard, A. J. Org. Lett. 2006, 8, 2715.
-
(2006)
Org. Lett
, vol.8
, pp. 2715
-
-
Toullec, P.Y.1
Jagt, R.B.C.2
de Vries, J.G.3
Feringa, B.L.4
Minnaard, A.J.5
-
13
-
-
38349176362
-
-
(e) Malkov, A. V.; Kabeshov, M. A.; Bella, M.; Kysilka, O.; Malyshev, D. A.; Pluhácková, K.; Kocovsky, P. Org. Lett. 2007, 9, 5473.
-
(2007)
Org. Lett
, vol.9
, pp. 5473
-
-
Malkov, A.V.1
Kabeshov, M.A.2
Bella, M.3
Kysilka, O.4
Malyshev, D.A.5
Pluhácková, K.6
Kocovsky, P.7
-
14
-
-
58149279460
-
-
(f) Lai, H.; Huang, Z.; Wu, Q.; Qin, Y. J. Org. Chem. 2009, 74, 283.
-
(2009)
J. Org. Chem
, vol.74
, pp. 283
-
-
Lai, H.1
Huang, Z.2
Wu, Q.3
Qin, Y.4
-
15
-
-
70349125916
-
-
(g) Tomita, D.; Yamatsugu, K.; Kanai, M.; Shibasaki, M. 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
-
16
-
-
70349908289
-
-
(h) Itoh, J.; Han, S. B.; Krische, M. J. Angew. Chem., Int. Ed. 2009, 48, 6313.
-
(2009)
Angew. Chem., Int. Ed
, vol.48
, pp. 6313
-
-
Itoh, J.1
Han, S.B.2
Krische, M.J.3
-
17
-
-
69449106657
-
-
Itoh, T.; Ishikawa, H.; Hayashi, Y. Org. Lett. 2009, 11, 3854, and references therein. See also ref 6a.
-
(i) Itoh, T.; Ishikawa, H.; Hayashi, Y. Org. Lett. 2009, 11, 3854, and references therein. See also ref 6a.
-
-
-
-
18
-
-
33750492631
-
-
For diastereoselective approaches using chiral auxiliaries: a
-
For diastereoselective approaches using chiral auxiliaries: (a) Emura, T.; Esaki, T.; Tachibana, K.; Shimizu, M. J. Org. Chem. 2006, 71, 8559.
-
(2006)
J. Org. Chem
, vol.71
, pp. 8559
-
-
Emura, T.1
Esaki, T.2
Tachibana, K.3
Shimizu, M.4
-
19
-
-
67249129306
-
-
(b) Lesma, G.; Landoni, N.; Pilati, T.; Sacchetti, A.; Silvani, A. J. Org. Chem. 2009, 74, 4537.
-
(2009)
J. Org. Chem
, vol.74
, pp. 4537
-
-
Lesma, G.1
Landoni, N.2
Pilati, T.3
Sacchetti, A.4
Silvani, A.5
-
20
-
-
50849107654
-
-
Jia, Y.-X.; Hillgren, J. M.; Watson, E. L.; Marsden, S. P.; Kündig, E. P. Chem Commun. 2008, 4040. For a different approach, see also:
-
(a) Jia, Y.-X.; Hillgren, J. M.; Watson, E. L.; Marsden, S. P.; Kündig, E. P. Chem Commun. 2008, 4040. For a different approach, see also:
-
-
-
-
21
-
-
70349920648
-
-
(b) Sato, S.; Shibuya, M.; Kanoh, N.; Iwabuchi, Y. Chem. Commun. 2009, 6264.
-
(2009)
Chem. Commun
, pp. 6264
-
-
Sato, S.1
Shibuya, M.2
Kanoh, N.3
Iwabuchi, Y.4
-
25
-
-
69449091605
-
-
During review process, additional examples appeared
-
(a) Cheng, L.; Liu, L.; Wang, D.; Chen, Y.-J. Org. Lett. 2009, 11, 3874. During review process, additional examples appeared:
-
(2009)
Org. Lett
, vol.11
, pp. 3874
-
-
Cheng, L.1
Liu, L.2
Wang, D.3
Chen, Y.-J.4
-
26
-
-
70449371812
-
-
Qian, Z.-Q.; Zhou, F.; Du, T.-P.; Wang, B.-L.; Ding, M.; Zhao, X.-L.; Zhou, J. Chem. Commun. 2009, 6753. Barbas et al. successfully utilized 4a (one entry):
-
(b) Qian, Z.-Q.; Zhou, F.; Du, T.-P.; Wang, B.-L.; Ding, M.; Zhao, X.-L.; Zhou, J. Chem. Commun. 2009, 6753. Barbas et al. successfully utilized 4a (one entry):
-
-
-
-
27
-
-
77950376481
-
-
(c) Bui, T.; Borregan, M.; Barbas, C. F., III. J. Org. Chem. 2009, 74, 4537.
-
(2009)
J. Org. Chem
, vol.74
, pp. 4537
-
-
Bui, T.1
Borregan, M.2
Barbas III, C.F.3
-
28
-
-
33845477661
-
-
For the N-N bond cleavage of amination adducts from di-isopropyl azodicarboxylate, harsh reaction conditions, such as conc. HCl under reflux for 23 h, are required to remove isopropoxycarbonyl groups; see: Matsubara, R.; Kobayashi, S. Angew. Chem., Int. Ed. 2006, 45, 7993.
-
For the N-N bond cleavage of amination adducts from di-isopropyl azodicarboxylate, harsh reaction conditions, such as conc. HCl under reflux for 23 h, are required to remove isopropoxycarbonyl groups; see: Matsubara, R.; Kobayashi, S. Angew. Chem., Int. Ed. 2006, 45, 7993.
-
-
-
-
29
-
-
34247463317
-
-
Cu-Sm cat.: (a) Handa, S.; Gnanadesikan, V.; Matsunaga, S.; Shibasaki, M. J. Am. Chem. Soc. 2007, 129, 4900. Pd-La cat.:
-
Cu-Sm cat.: (a) Handa, S.; Gnanadesikan, V.; Matsunaga, S.; Shibasaki, M. J. Am. Chem. Soc. 2007, 129, 4900. Pd-La cat.:
-
-
-
-
31
-
-
39549091935
-
-
2-1:
-
2-1:
-
-
-
-
32
-
-
61949345730
-
-
Ga-Yb cat
-
(d) Chen, Z.; Furutachi, M.; Kato, Y.; Matsunaga, S.; Shibasaki, M. Angew. Chem., Int. Ed. 2009, 48, 2218. Ga-Yb cat.:
-
(2009)
Angew. Chem., Int. Ed
, vol.48
, pp. 2218
-
-
Chen, Z.1
Furutachi, M.2
Kato, Y.3
Matsunaga, S.4
Shibasaki, M.5
-
33
-
-
67650525098
-
-
(e) Mihara, H.; Xu, Y.; Shepherd, N. E.; Matsunaga, S.; Shibasaki, M. J. Am. Chem. Soc. 2009, 131, 8384.
-
(2009)
J. Am. Chem. Soc
, vol.131
, pp. 8384
-
-
Mihara, H.1
Xu, Y.2
Shepherd, N.E.3
Matsunaga, S.4
Shibasaki, M.5
-
34
-
-
67649948776
-
-
Kato, Y.; Furutachi, M.; Chen, Z.; Mitsunuma, H.; Matsunaga, S.; Shibasaki, M. J. Am. Chem. Soc. 2009, 131, 9168.
-
(2009)
J. Am. Chem. Soc
, vol.131
, pp. 9168
-
-
Kato, Y.1
Furutachi, M.2
Chen, Z.3
Mitsunuma, H.4
Matsunaga, S.5
Shibasaki, M.6
-
35
-
-
0037424485
-
-
For selected examples of related bifunctional bimetallic Schiff base complexes in asymmetric catalysis, see, a Annamalai, V, DiMauro, E. F, Carroll, P. J, Kozlowski, M. C. J. Org. Chem. 2003, 68, 1973, and references therein
-
For selected examples of related bifunctional bimetallic Schiff base complexes in asymmetric catalysis, see : (a) Annamalai, V.; DiMauro, E. F.; Carroll, P. J.; Kozlowski, M. C. J. Org. Chem. 2003, 68, 1973, and references therein.
-
-
-
-
36
-
-
19544384938
-
-
(b) Yang, M.; Zhu, C.; Yuan, F.; Huang, Y.; Pan, Y. Org. Lett. 2005, 7, 1927.
-
(2005)
Org. Lett
, vol.7
, pp. 1927
-
-
Yang, M.1
Zhu, C.2
Yuan, F.3
Huang, Y.4
Pan, Y.5
-
37
-
-
67749143917
-
-
(c) Hirahata, W.; Thomas, R. M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 2008, 130, 17658.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 17658
-
-
Hirahata, W.1
Thomas, R.M.2
Lobkovsky, E.B.3
Coates, G.W.4
-
38
-
-
41049086532
-
-
(d) Mazet, C.; Jacobsen, E. N. Angew. Chem., Int. Ed. 2008, 47, 1762.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 1762
-
-
Mazet, C.1
Jacobsen, E.N.2
-
39
-
-
59049103335
-
-
(e) Wu, B.; Gallucci, J. C.; Parquette, J. R.; RajanBabu, T. V. Angew. Chem., Int. Ed. 2009, 48, 1126.
-
(2009)
Angew. Chem., Int. Ed
, vol.48
, pp. 1126
-
-
Wu, B.1
Gallucci, J.C.2
Parquette, J.R.3
RajanBabu, T.V.4
-
40
-
-
84924257285
-
-
In our previous studies on direct Mannich-type reactions and Michael reactions using Ni2-1, Co2-1, and Mn 2-1 complexes, corresponding monometallic Ni, Co, and Mn-2a, 2b, and 2c complexes resulted in poor to modest reactivity and enantioselectivity. See ref 10c, 10d, and 11
-
2-1 complexes, corresponding monometallic Ni-, Co-, and Mn-2a, 2b, and 2c complexes resulted in poor to modest reactivity and enantioselectivity. See ref 10c, 10d, and 11.
-
-
-
-
41
-
-
33744830047
-
-
Reversal of enantioselectivity depending on the number of assembled metals in multimetallic complexes; see:(a) Kato, N, Mita, T, Kanai, M, Therrien, B, Kawano, M, Yamaguchi, K, Danjo, H, Sei, Y, Sato, A, Furusho, S, Shibasaki, M. J. Am. Chem. Soc. 2006, 128, 6768
-
Reversal of enantioselectivity depending on the number of assembled metals in multimetallic complexes; see:(a) Kato, N.; Mita, T.; Kanai, M.; Therrien, B.; Kawano, M.; Yamaguchi, K.; Danjo, H.; Sei, Y.; Sato, A.; Furusho, S.; Shibasaki, M. J. Am. Chem. Soc. 2006, 128, 6768.
-
-
-
-
42
-
-
33845944635
-
-
For selected leading examples on metal-dependent reversal of enantioselectivity with >90% ee, see
-
(b) Fujimori, I.; Mita, T.; Maki, K.; Shiro, M.; Sato, A.; Furusho, S.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2006, 128, 16438. For selected leading examples on metal-dependent reversal of enantioselectivity with >90% ee, see:
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 16438
-
-
Fujimori, I.1
Mita, T.2
Maki, K.3
Shiro, M.4
Sato, A.5
Furusho, S.6
Kanai, M.7
Shibasaki, M.8
-
44
-
-
0035840992
-
-
(d) Yabu, K.; Matsumoto, S.; Yamasaki, S.; Hamashima, Y.; Kanai, M.; Du, W.; Curran, D. P.; Shibasaki, M. J. Am. Chem. Soc. 2001, 123, 9908.
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 9908
-
-
Yabu, K.1
Matsumoto, S.2
Yamasaki, S.3
Hamashima, Y.4
Kanai, M.5
Du, W.6
Curran, D.P.7
Shibasaki, M.8
-
45
-
-
77950376933
-
-
and references therein
-
(e) Kokubo, M.; Naito, T.; Kobayashi, S. Chem. Lett. 2009, 38, 904, and references therein.
-
(2009)
Chem. Lett
, vol.38
, pp. 904
-
-
Kokubo, M.1
Naito, T.2
Kobayashi, S.3
-
46
-
-
84924237173
-
-
N-H free oxindole resulted in <10% ee. 3-Ph-substituted oxindole gave product in 94% yield but in only 30% ee. Studies to improve substrate generality are ongoing.
-
N-H free oxindole resulted in <10% ee. 3-Ph-substituted oxindole gave product in 94% yield but in only 30% ee. Studies to improve substrate generality are ongoing.
-
-
-
-
47
-
-
33645783386
-
-
Synthetic studies through 3-aminooxindoles with a spiro-β-lactam unit: (a) Sun, C.; Lin, X.; Weinreb, S. M. J. Org. Chem. 2006, 71, 3159.
-
Synthetic studies through 3-aminooxindoles with a spiro-β-lactam unit: (a) Sun, C.; Lin, X.; Weinreb, S. M. J. Org. Chem. 2006, 71, 3159.
-
-
-
-
48
-
-
33646459483
-
-
and references therein
-
(b) Sun, C.; Camp, J. E.; Weinreb, S. M. Org. Lett. 2006, 8, 1779, and references therein.
-
(2006)
Org. Lett
, vol.8
, pp. 1779
-
-
Sun, C.1
Camp, J.E.2
Weinreb, S.M.3
-
49
-
-
3142678923
-
-
Nishikawa, T.; Kajii, S.; Isobe, M. Chem. Lett. 2004, 33, 440. See also ref 6b and references therein.
-
(c) Nishikawa, T.; Kajii, S.; Isobe, M. Chem. Lett. 2004, 33, 440. See also ref 6b and references therein.
-
-
-
-
50
-
-
0025906166
-
-
Loewe, M. F.; Cvetovich, R. J.; Hazen, G. G. Tetrahedron Lett. 1991, 32, 2299.
-
(1991)
Tetrahedron Lett
, vol.32
, pp. 2299
-
-
Loewe, M.F.1
Cvetovich, R.J.2
Hazen, G.G.3
-
51
-
-
70349464815
-
-
Sato, S.; Shibuya, M.; Kanoh, N.; Iwabuchi, Y. J. Org. Chem. 2009, 74, 7522.
-
(2009)
J. Org. Chem
, vol.74
, pp. 7522
-
-
Sato, S.1
Shibuya, M.2
Kanoh, N.3
Iwabuchi, Y.4
|