-
2
-
-
85050042857
-
The synthesis of indole alkaloids
-
ApSimon, J., Ed.; Wiley-Interscience: New York
-
(b) Kutney, J. P. The Synthesis of Indole Alkaloids. In The Total Synthesis of Natural Products; ApSimon, J., Ed.; Wiley-Interscience: New York, 1977; Vol. 3, p 273.
-
(1977)
The Total Synthesis of Natural Products
, vol.3
, pp. 273
-
-
Kutney, J.P.1
-
4
-
-
0031031040
-
-
Amat, M.; Llor, N.; Bosch, J.; Solans, X. Tetrahedron 1997, 53, 719.
-
(1997)
Tetrahedron
, vol.53
, pp. 719
-
-
Amat, M.1
Llor, N.2
Bosch, J.3
Solans, X.4
-
5
-
-
1042276935
-
-
For recent reviews of catalytic asymmetric Friedel-Crafts reactions, see: (a) Bandini, M.; Melloni, A.; Umani-Ronchi, A. Angew. Chem., Int. Ed. 2004, 43, 550.
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 550
-
-
Bandini, M.1
Melloni, A.2
Umani-Ronchi, A.3
-
7
-
-
0042233997
-
-
For select examples of catalytic asymmetric Michael additions of indoles by chiral metal complexes, see: (a) Evans, D. A.; Scheidt, K. A.; Fandrick, K. R.; Lam, H. W.; Wu, J. J. Am. Chem. Soc. 2003, 125, 10780.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 10780
-
-
Evans, D.A.1
Scheidt, K.A.2
Fandrick, K.R.3
Lam, H.W.4
Wu, J.5
-
8
-
-
21244450251
-
-
(b) Evans, D. A.; Fandrick, K. R.; Song, H.-J. J. Am. Chem. Soc. 2005, 127, 8942.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 8942
-
-
Evans, D.A.1
Fandrick, K.R.2
Song, H.-J.3
-
9
-
-
16244408623
-
-
(c) Palomo, C.; Oiarbide, M.; Kardak, B. G.; Garcia, J. M.; Linden, A. J. Am. Chem. Soc. 2005, 127, 4154.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 4154
-
-
Palomo, C.1
Oiarbide, M.2
Kardak, B.G.3
Garcia, J.M.4
Linden, A.5
-
10
-
-
0037138701
-
-
For Michael additions of indoles catalyzed by chiral organic catalysts, see: (a) Austin, J. F.; MacMillan, D. W. C. J. Am. Chem. Soc. 2002, 124, 1172.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1172
-
-
Austin, J.F.1
MacMillan, D.W.C.2
-
11
-
-
27544485685
-
-
(b) Huang, Y.; Walji, A. M.; Larsen, C. H.; MacMillan, D. W. C. J. Am. Chem. Soc. 2005, 127, 15051.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 15051
-
-
Huang, Y.1
Walji, A.M.2
Larsen, C.H.3
MacMillan, D.W.C.4
-
12
-
-
1842732181
-
-
(c) Austin, J. F.; Kim, S.-G.; Sinz, C. J.; Xiao, W.-J.; MacMillan, D. W. C. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5482.
-
(2004)
Proc. Natl. Acad. Sci. U.S.A.
, vol.101
, pp. 5482
-
-
Austin, J.F.1
Kim, S.-G.2
Sinz, C.J.3
Xiao, W.-J.4
MacMillan, D.W.C.5
-
13
-
-
27144518078
-
-
(d) Herrera, R. P.; Sgarzani, V.; Bernardi, L.; Ricci, A. Angew. Chem., Int. Ed. 2005, 44, 6576.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 6576
-
-
Herrera, R.P.1
Sgarzani, V.2
Bernardi, L.3
Ricci, A.4
-
14
-
-
0035830539
-
-
For catalytic asymmetric additions of indoles to ethyl 3,3,3-trifluoropyruvate, see: (a) Zhuang, W.; Gathergood, N.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2001, 66, 1009.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 1009
-
-
Zhuang, W.1
Gathergood, N.2
Hazell, R.G.3
Jørgensen, K.A.4
-
15
-
-
18844380223
-
-
(b) Török, B.; Abid , M.; London, G.; Esquibel, J.; Török, M. S.; Mhadgut, C.; Yan, P.; Prakash, G. K. S. Angew. Chem., Int. Ed. 2005, 44, 3086.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 3086
-
-
Török, B.1
Abid, M.2
London, G.3
Esquibel, J.4
Török, M.S.5
Mhadgut, C.6
Yan, P.7
Prakash, G.K.S.8
-
17
-
-
31944452587
-
-
(b) Seayad, J.; Seayad, A. M.; List, B. J. Am. Chem. Soc. 2006, 128, 1086.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 1086
-
-
Seayad, J.1
Seayad, A.M.2
List, B.3
-
18
-
-
33646459617
-
-
(a) Jia, Y.; Xie, J.; Duan, H.; Wang, L.; Zhou, Q. Org. Lett. 2006, 8, 1621.
-
(2006)
Org. Lett.
, vol.8
, pp. 1621
-
-
Jia, Y.1
Xie, J.2
Duan, H.3
Wang, L.4
Zhou, Q.5
-
20
-
-
31044438051
-
-
(a) Esquivias, J.; Arrayas, R. M.; Carretero, J. C. Angew. Chem., Int. Ed. 2006, 45, 629.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 629
-
-
Esquivias, J.1
Arrayas, R.M.2
Carretero, J.C.3
-
21
-
-
2342483570
-
-
(b) Mi, X.-L.; Luo, S.-Z.; He, J.-Q.; Cheng, J.-P. Tetrahedron Lett. 2004, 45, 4567.
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 4567
-
-
Mi, X.-L.1
Luo, S.-Z.2
He, J.-Q.3
Cheng, J.-P.4
-
22
-
-
0034840643
-
-
(c) Hao, J.; Taktak, S.; Aikawa, K.; Yusa, Y.; Hatano, M.; Mikami, K. Synlett 2001, 1443.
-
(2001)
Synlett
, pp. 1443
-
-
Hao, J.1
Taktak, S.2
Aikawa, K.3
Yusa, Y.4
Hatano, M.5
Mikami, K.6
-
23
-
-
4043154104
-
-
For asymmetric C-C bond formations with 6′-OH cinchona alkaloids as acid-base bifunctional catalysts, see: (a) Li, H.; Wang, Y.; Tang, L.; Deng, L. J. Am. Chem. Soc. 2004, 126, 9906.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 9906
-
-
Li, H.1
Wang, Y.2
Tang, L.3
Deng, L.4
-
24
-
-
11244281650
-
-
(b) Li, H.; Wang, Y.; Tang, L.; Wu, F.; Liu, X.; Guo, C.; Foxman, B. M.; Deng, L. Angew. Chem., Int. Ed. 2005, 44, 105.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 105
-
-
Li, H.1
Wang, Y.2
Tang, L.3
Wu, F.4
Liu, X.5
Guo, C.6
Foxman, B.M.7
Deng, L.8
-
25
-
-
21244480844
-
-
(c) Li, H.; Song, J.; Liu, X.; Deng, L. J. Am. Chem. Soc. 2005, 127, 8948.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 8948
-
-
Li, H.1
Song, J.2
Liu, X.3
Deng, L.4
-
26
-
-
32144461395
-
-
(d) Wu, F.; Li, H.; Hong, R.; Deng, L. Angew. Chem., Int. Ed. 2006, 44, 947.
-
(2006)
Angew. Chem., Int. Ed.
, vol.44
, pp. 947
-
-
Wu, F.1
Li, H.2
Hong, R.3
Deng, L.4
-
27
-
-
31444439419
-
-
(e) Li, H.; Wang, B.; Deng, L. J. Am. Chem. Soc. 2006, 128, 732.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 732
-
-
Li, H.1
Wang, B.2
Deng, L.3
-
28
-
-
33645455231
-
-
(f) Wang, Y.; Liu, X.; Deng, L. J. Am. Chem. Soc. 2006, 128, 3928.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 3928
-
-
Wang, Y.1
Liu, X.2
Deng, L.3
-
29
-
-
0033520752
-
-
For a pioneering study of 6′-OH cinchona alkaloid as a nucleophilic acid bifunctional catalyst for asymmetric C-C bond formations, see: Iwabuchi, Y.; Nakatani, M.; Yokoyama, N.; Hatakeyama, S. J. Am. Chem. Soc. 1999, 121, 10219.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 10219
-
-
Iwabuchi, Y.1
Nakatani, M.2
Yokoyama, N.3
Hatakeyama, S.4
-
30
-
-
15444366940
-
-
For asymmetric C-C bond forming reactions with 9-thiourea cinchona alkaloids as acid-base bifunctional catalysts, see: (a) Li, B.; Jiang, L.; Liu, M.; Chen, Y.; Ding, L.; Wu, Y. Synlett 2005, 4, 603.
-
(2005)
Synlett
, vol.4
, pp. 603
-
-
Li, B.1
Jiang, L.2
Liu, M.3
Chen, Y.4
Ding, L.5
Wu, Y.6
-
31
-
-
19544393388
-
-
(b) Vakulya, B.; Varga, S.; Csámpai, A.; Soós, T. Org. Lett. 2005, 7, 1967.
-
(2005)
Org. Lett.
, vol.7
, pp. 1967
-
-
Vakulya, B.1
Varga, S.2
Csámpai, A.3
Soós, T.4
-
32
-
-
26844450640
-
-
(c) Mccooey, S. H.; Connon, S. J. Angew. Chem., Int. Ed. 2005, 44, 6367.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 6367
-
-
Mccooey, S.H.1
Connon, S.J.2
-
33
-
-
25444473664
-
-
(d) Ye, J.; Dixon, D. J.; Hynes, P. Chem. Commun. 2005, 35, 4481.
-
(2005)
Chem. Commun.
, vol.35
, pp. 4481
-
-
Ye, J.1
Dixon, D.J.2
Hynes, P.3
-
35
-
-
33646511310
-
-
(f) Song, J.; Wang, Y.; Deng, L. J. Am. Chem. Soc. 2006, 128, 6048.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 6048
-
-
Song, J.1
Wang, Y.2
Deng, L.3
-
36
-
-
0035915336
-
-
For synthetic and mechanistic studies of cinchona alkaloids as a highly efficient chiral general base catalyst, see: Hang, J.; Tian, S.-K.; Tang, L.; Deng, L. J. Am. Chem. Soc. 2001, 123, 12696.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 12696
-
-
Hang, J.1
Tian, S.-K.2
Tang, L.3
Deng, L.4
-
37
-
-
0003554758
-
-
For the first demonstration of a chiral thiourea as an efficient chiral organic catalyst, see: (a) Sigman, M. S.; Jacobsen, E. N. J. Am. Chem. Soc. 1998, 120, 4901.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 4901
-
-
Sigman, M.S.1
Jacobsen, E.N.2
-
38
-
-
0037189898
-
-
(b) For a mechanistic elucidation of chiral thioureas as highly efficient hydrogen-bond donors, see: Vachal, P.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 10012.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 10012
-
-
Vachal, P.1
Jacobsen, E.N.2
-
39
-
-
33646468489
-
-
For a review of chiral hydrogen-bonding catalysis, see: Taylor, M. S.; Jacobsen, E. N. Angew. Chem., Int. Ed. 2006, 45, 1520.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 1520
-
-
Taylor, M.S.1
Jacobsen, E.N.2
-
40
-
-
4644355914
-
-
For a chiral organic acid-catalyzed aza-F-C reaction with 2-methoxy furan, see: Uraguchi, D.; Sorimachi, K.; Terada, M. J. Am. Chem. Soc. 2004, 126, 11804.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 11804
-
-
Uraguchi, D.1
Sorimachi, K.2
Terada, M.3
-
41
-
-
33745677066
-
-
note
-
The reaction with the N-Boc imine afforded racemic product.
-
-
-
-
42
-
-
0023555680
-
-
Schultz, A. G.; McCloskey, P. J.; Court, J. J. J. Am. Chem. Soc. 1987, 109, 6493.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 6493
-
-
Schultz, A.G.1
McCloskey, P.J.2
Court, J.J.3
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