-
2
-
-
38349142750
-
-
b) B. List, Chem. Rev. 2007, 107, 5413-5415.
-
(2007)
Chem. Rev
, vol.107
, pp. 5413-5415
-
-
List, B.1
-
4
-
-
55049138759
-
-
Ed, P. I. Dalko, Wiley-VCH, Weinheim
-
b)Enantioselective Organocatalysis (Ed.: P. I. Dalko), Wiley-VCH, Weinheim, 2007;
-
(2007)
Enantioselective Organocatalysis
-
-
-
5
-
-
38349142750
-
-
Chem. Rev. 2007, 107, 5413-5883 (Ed.: B. List) (special issue on organocatalysis);
-
c) Chem. Rev. 2007, 107, 5413-5883 (Ed.: B. List) (special issue on organocatalysis);
-
-
-
-
6
-
-
4143094833
-
-
Acc. Chem. Res. 2004, 37, 487-631 (Eds.: K. N. Houk, B. List) (special issue on asymmetric organocatalysis).
-
d) Acc. Chem. Res. 2004, 37, 487-631 (Eds.: K. N. Houk, B. List) (special issue on asymmetric organocatalysis).
-
-
-
-
8
-
-
6044269452
-
-
Angew. Chem. Int. Ed. 2004, 43, 5138-5175;
-
(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 5138-5175
-
-
-
10
-
-
33646468489
-
-
Angew. Chem. Int. Ed. 2006, 45, 1520-1543;
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 1520-1543
-
-
-
11
-
-
38349152822
-
-
c) T. Honjo, S. Sano, M. Shiro, Y. Nagao, Angew. Chem. 2005, 117, 5988-5991;
-
(2005)
Angew. Chem
, vol.117
, pp. 5988-5991
-
-
Honjo, T.1
Sano, S.2
Shiro, M.3
Nagao, Y.4
-
12
-
-
24944473938
-
-
Angew. Chem. Int. Ed. 2005, 44, 5838-5841.
-
(2005)
Angew. Chem. Int. Ed
, vol.44
, pp. 5838-5841
-
-
-
14
-
-
40149101110
-
-
H. S. Rho, S. H. Oh, J. W. Lee, J. Y. Lee, J. Chin, C. E. Song, Chem. Commun. 2008, 1208-1210.
-
(2008)
Chem. Commun
, pp. 1208-1210
-
-
Rho, H.S.1
Oh, S.H.2
Lee, J.W.3
Lee, J.Y.4
Chin, J.5
Song, C.E.6
-
15
-
-
41849087359
-
-
A. Peschiulli, Y. Gun'ko, S. J. Connon, J. Org. Chem. 2008, 73, 2454-2457.
-
(2008)
J. Org. Chem
, vol.73
, pp. 2454-2457
-
-
Peschiulli, A.1
Gun'ko, Y.2
Connon, S.J.3
-
16
-
-
0006589268
-
-
For monofunctional (thio)ureas, see: a
-
For monofunctional (thio)ureas, see: a) M. C. Etter, Acc. Chem. Res. 1990, 23, 120-126;
-
(1990)
Acc. Chem. Res
, vol.23
, pp. 120-126
-
-
Etter, M.C.1
-
17
-
-
11944250136
-
-
b) M. C. Etter, Z. Urbanczyk-Lipkowska, M. Zia-Ebrahimi, T. W. Panunto, J. Am. Chem. Soc. 1990, 112, 8415-8426;
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 8415-8426
-
-
Etter, M.C.1
Urbanczyk-Lipkowska, Z.2
Zia-Ebrahimi, M.3
Panunto, T.W.4
-
18
-
-
17444380177
-
-
for bifunctional (thio)ureas, see: c
-
for bifunctional (thio)ureas, see: c) A. Berkessel, F. Cleemann, S. Mukherjee, T. N. Mueller, J. Lex, Angew. Chem. 2005, 117, 817-821;
-
(2005)
Angew. Chem
, vol.117
, pp. 817-821
-
-
Berkessel, A.1
Cleemann, F.2
Mukherjee, S.3
Mueller, T.N.4
Lex, J.5
-
19
-
-
13444270903
-
-
Angew. Chem. Int. Ed. 2005, 44, 807-811;
-
(2005)
Angew. Chem. Int. Ed
, vol.44
, pp. 807-811
-
-
-
20
-
-
11844302258
-
-
d) T. Okino, Y. Hoashi, T. Furukawa, X. Xu, Y. Takemoto, J. Am. Chem. Soc. 2005, 127, 119-125.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 119-125
-
-
Okino, T.1
Hoashi, Y.2
Furukawa, T.3
Xu, X.4
Takemoto, Y.5
-
21
-
-
53849086148
-
-
G. Tárkányi, P. Király, S. Varga, B. Vakulya, T. Soós, Chem. Eur. J. 2008, 14, 6078-6086.
-
(2008)
Chem. Eur. J
, vol.14
, pp. 6078-6086
-
-
Tárkányi, G.1
Király, P.2
Varga, S.3
Vakulya, B.4
Soós, T.5
-
22
-
-
19544393388
-
-
It was reported that hydroquinine-based thioureas are thermally unstable: B. Vakulya, S. Varga, A. Csámpai, T. Soós, Org. Lett. 2005, 7, 1967-1969.
-
It was reported that hydroquinine-based thioureas are thermally unstable: B. Vakulya, S. Varga, A. Csámpai, T. Soós, Org. Lett. 2005, 7, 1967-1969.
-
-
-
-
23
-
-
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-
-
For the preparation and characterization of I, see the Supporting Information.
-
For the preparation and characterization of I, see the Supporting Information.
-
-
-
-
24
-
-
38349102187
-
-
For reviews, see
-
For reviews, see: I. Atodiresei, I. Schiffers, C. Bolm, Chem. Rev. 2007, 107, 5683-5712;
-
(2007)
Chem. Rev
, vol.107
, pp. 5683-5712
-
-
Atodiresei, I.1
Schiffers, I.2
Bolm, C.3
-
25
-
-
4143136647
-
-
S.-K. Tian, Y. Chen, J. Hang, L. Tang, P. McDaid, L. Deng, Acc. Chem. Res. 2004, 37, 621-631;
-
(2004)
Acc. Chem. Res
, vol.37
, pp. 621-631
-
-
Tian, S.-K.1
Chen, Y.2
Hang, J.3
Tang, L.4
McDaid, P.5
Deng, L.6
-
26
-
-
0041378031
-
-
Y. Chen, P. McDaid, L. Deng, Chem. Rev. 2003, 103, 2965-2983.
-
(2003)
Chem. Rev
, vol.103
, pp. 2965-2983
-
-
Chen, Y.1
McDaid, P.2
Deng, L.3
-
27
-
-
0000163641
-
-
It was generally accepted that the nucleophile can be activated through deprotonation by the quinuclidine base: H. Hiemstra, H. Wynberg, J. Am. Chem. Soc. 1981, 103, 417-430.
-
It was generally accepted that the nucleophile can be activated through deprotonation by the quinuclidine base: H. Hiemstra, H. Wynberg, J. Am. Chem. Soc. 1981, 103, 417-430.
-
-
-
-
28
-
-
84962467066
-
-
However, recent computational results showed that the tertiary amine moiety of the catalyst does not act to deprotonate the nucleophile in the enantioselective Michael addition of acetyl-acetone to a nitroolefin in the presence of a thiourea-based chiral organocatalyst: A. Hamza, G. Schubert, T. Soós, I. Pápai, J. Am. Chem. Soc. 2006, 128, 13151-13160.
-
However, recent computational results showed that the tertiary amine moiety of the catalyst does not act to deprotonate the nucleophile in the enantioselective Michael addition of acetyl-acetone to a nitroolefin in the presence of a thiourea-based chiral organocatalyst: A. Hamza, G. Schubert, T. Soós, I. Pápai, J. Am. Chem. Soc. 2006, 128, 13151-13160.
-
-
-
-
29
-
-
54749106319
-
-
[13d,e] have already proven to be efficient chiral organocatalysts for a variety of interesting organic reactions. Their excellent catalytic efficiency has been attributed in part to the strongly hydrogen bond donating sulfonamide moiety; for selected examples, see: a W. Wang, J. Wang, H. Li, Angew. Chem. 2005, 117, 1393-1395;
-
[13d,e] have already proven to be efficient chiral organocatalysts for a variety of interesting organic reactions. Their excellent catalytic efficiency has been attributed in part to the strongly hydrogen bond donating sulfonamide moiety; for selected examples, see: a) W. Wang, J. Wang, H. Li, Angew. Chem. 2005, 117, 1393-1395;
-
-
-
-
30
-
-
14844316261
-
-
Angew. Chem. Int. Ed. 2005, 44, 1369-1371;
-
(2005)
Angew. Chem. Int. Ed
, vol.44
, pp. 1369-1371
-
-
-
31
-
-
33744808244
-
-
b) J. Wang, H. Li, B. Lou, L. Zu, H. Guo, W. Wang, Chem. Eur. J. 2006, 12, 4321-4332;
-
(2006)
Chem. Eur. J
, vol.12
, pp. 4321-4332
-
-
Wang, J.1
Li, H.2
Lou, B.3
Zu, L.4
Guo, H.5
Wang, W.6
-
32
-
-
5144222240
-
-
c) A. Berkessel, B. Koch, J. Lex, Adv. Synth. Catal. 2004, 346, 1141-1146;
-
(2004)
Adv. Synth. Catal
, vol.346
, pp. 1141-1146
-
-
Berkessel, A.1
Koch, B.2
Lex, J.3
-
33
-
-
28444445588
-
-
d) T. Kano, Y. Yamaguchi, O. Tokuda, K. Maruoka, J. Am. Chem. Soc. 2005, 127, 16408-16409;
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 16408-16409
-
-
Kano, T.1
Yamaguchi, Y.2
Tokuda, O.3
Maruoka, K.4
-
34
-
-
54849194200
-
-
e) T. Kano, Y. Yamaguchi, Y. Tanaka, K. Maruoka, Angew. Chem. 2007, 119, 1768-1770;
-
(2007)
Angew. Chem
, vol.119
, pp. 1768-1770
-
-
Kano, T.1
Yamaguchi, Y.2
Tanaka, Y.3
Maruoka, K.4
-
35
-
-
34250821619
-
-
Angew. Chem. Int. Ed. 2007, 46, 1738-1740.
-
(2007)
Angew. Chem. Int. Ed
, vol.46
, pp. 1738-1740
-
-
-
36
-
-
0034693091
-
-
a) C. Bolm, I. Schiffers, C. L. Dinter, A. Gerlach, J. Org. Chem. 2000, 65, 6984-6991;
-
(2000)
J. Org. Chem
, vol.65
, pp. 6984-6991
-
-
Bolm, C.1
Schiffers, I.2
Dinter, C.L.3
Gerlach, A.4
-
37
-
-
0034605437
-
-
b) Y. Chen, S.-K. Tian, L. Deng, J. Am. Chem. Soc. 2000, 122, 9542-9543.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 9542-9543
-
-
Chen, Y.1
Tian, S.-K.2
Deng, L.3
-
38
-
-
54749135143
-
-
All calculations were performed with Spartan '04 Windows (Wavefunction). Preliminary global minimum-energy structures were obtained by molecular-mechanics computation and further refined by DFT computation (B3LYP at the 6-31G* level).
-
All calculations were performed with Spartan '04 Windows (Wavefunction). Preliminary global minimum-energy structures were obtained by molecular-mechanics computation and further refined by DFT computation (B3LYP at the 6-31G* level).
-
-
-
-
39
-
-
54749116324
-
-
6th ed, Wiley, New York, chap. 16, p
-
M. B. Smith, J. March, March's Advanced Organic Chemistry, 6th ed., Wiley, New York, 2007, chap. 16, p. 1260.
-
(2007)
March's Advanced Organic Chemistry
, pp. 1260
-
-
Smith, M.B.1
March, J.2
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