-
9
-
-
4444325361
-
-
G.A. Boyle, T. Govender, H.G. Kruger, and G.E.M. Maguire Tetrahedron: Asymmetry 5 17 2004 2661
-
(2004)
Tetrahedron: Asymmetry
, vol.5
, Issue.17
, pp. 2661
-
-
Boyle, G.A.1
Govender, T.2
Kruger, H.G.3
Maguire, G.E.M.4
-
12
-
-
0033382514
-
-
P. Bakó, E. Czinge, T. Bakó, M. Czugler, and L. Tõke Tetrahedron: Asymmetry 10 1999 4539
-
(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 4539
-
-
Bakó, P.1
Czinge, E.2
Bakó, T.3
Czugler, M.4
Tõke, L.5
-
14
-
-
0031986191
-
-
L. Tõke, P. Bakó, G.M. Keserú, M. Albert, and L. Fenichel Tetrahedron 54 1998 213
-
(1998)
Tetrahedron
, vol.54
, pp. 213
-
-
Tõke, L.1
Bakó, P.2
Keserú, G.M.3
Albert, M.4
Fenichel, L.5
-
18
-
-
0033580774
-
-
P. Bakó, T. Novák, K. Ludányi, B. Pete, L. Tõke, and G. Keglevich Tetrahedron: Asymmetry 10 1999 2373
-
(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 2373
-
-
Bakó, P.1
Novák, T.2
Ludányi, K.3
Pete, B.4
Tõke, L.5
Keglevich, G.6
-
19
-
-
0032480922
-
-
P. Bakó, K. Vizvárdi, S. Toppet, E. Van der Eycken, G.J. Hooernaert, and L. Tõke Tetrahedron 54 1998 14975
-
(1998)
Tetrahedron
, vol.54
, pp. 14975
-
-
Bakó, P.1
Vizvárdi, K.2
Toppet, S.3
Van Der Eycken, E.4
Hooernaert, G.J.5
Tõke, L.6
-
21
-
-
0037186829
-
-
P. Bakó, T. Bakó, A. Szöllõsy, C. Matyás, G. Keglevich, and L. Tõke Tetrahedron: Asymmetry 13 2002 203
-
(2002)
Tetrahedron: Asymmetry
, vol.13
, pp. 203
-
-
Bakó, P.1
Bakó, T.2
Szöllõsy, A.3
Matyás, C.4
Keglevich, G.5
Tõke, L.6
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9644287187
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note
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Steric hindrance is not the only factor that would influence the reaction. The acidity of 2-nitropropane is much higher than for methyl phenylacetate
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25
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9644286808
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note
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Cram and Sogah (see Ref. 10) reported 67% ee at 25°C and 99% ee at -78°C for the Michael addition reaction in Scheme 1. The PCU macrocycles gave 90-92% ee at 25°C for the Michael addition reaction in Scheme 2 and, should in analogy to Cram's result, give a higher % ee at lower temperatures
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26
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9644297062
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note
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The fact that NaOMe, in the presence of the PCU macrocycles, is unable to initiate the reaction between methyl phenylacetate 1 and methyl acrylate 2, but able to initiate the reaction between 2-nitropropane 4 and chalcone 5 is possible due to both steric and electronic factors. Phenyl acetate is sterically more hindered than 2-nitropropane. Its α-hydrogen is also less acidic than for 2-nitropropane
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27
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9644298619
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note
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In the absence of experimental details the correction for zero point energy was not incorporated. Solvent effects were also omitted in order to simplify the model
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30
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0035814345
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T.G. Levistskaia, B.A. Moyer, P.V. Bonnesen, A.P. Marchand, K. Krishnudu, Z. Chen, Z. Huang, H.G. Kruger, and A.S. McKim J. Am. Chem. Soc. 123 2001 12099
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 12099
-
-
Levistskaia, T.G.1
Moyer, B.A.2
Bonnesen, P.V.3
Marchand, A.P.4
Krishnudu, K.5
Chen, Z.6
Huang, Z.7
Kruger, H.G.8
McKim, A.S.9
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15744375697
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Gaussian, Inc.: Pittsburgh, PA
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Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; and Pople, J. A. Gaussian 03, Revision C.02; Gaussian, Inc.: Pittsburgh, PA, 2003
-
(2003)
Gaussian 03, Revision C.02
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Montgomery Jr., J.A.7
Vreven, T.8
Kudin, K.N.9
Burant, J.C.10
Millam, J.M.11
Iyengar, S.S.12
Tomasi, J.13
Barone, V.14
Mennucci, B.15
Cossi, M.16
Scalmani, G.17
Rega, N.18
Petersson, G.A.19
Nakatsuji, H.20
Hada, M.21
Ehara, M.22
Toyota, K.23
Fukuda, R.24
Hasegawa, J.25
Ishida, M.26
Nakajima, T.27
Honda, Y.28
Kitao, O.29
Nakai, H.30
Klene, M.31
Li, X.32
Knox, J.E.33
Hratchian, H.P.34
Cross, J.B.35
Adamo, C.36
Jaramillo, J.37
Gomperts, R.38
Stratmann, R.E.39
Yazyev, O.40
Austin, A.J.41
Cammi, R.42
Pomelli, C.43
Ochterski, J.W.44
Ayala, P.Y.45
Morokuma, K.46
Voth, G.A.47
Salvador, P.48
Dannenberg, J.J.49
Zakrzewski, V.G.50
Dapprich, S.51
Daniels, A.D.52
Strain, M.C.53
Farkas, O.54
Malick, D.K.55
Rabuck, A.D.56
Raghavachari, K.57
Foresman, J.B.58
Ortiz, J.V.59
Cui, Q.60
Baboul, A.G.61
Clifford, S.62
Cioslowski, J.63
Stefanov, B.B.64
Liu, G.65
Liashenko, A.66
Piskorz, P.67
Komaromi, I.68
Martin, R.L.69
Fox, D.J.70
Keith, T.71
Al-Laham, M.A.72
Peng, C.Y.73
Nanayakkara, A.74
Challacombe, M.75
Gill, P.M.W.76
Johnson, B.77
Chen, W.78
Wong, M.W.79
Gonzalez, C.80
Pople, J.A.81
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Alchemy is a registered product of Tripos, Inc., St. Louis, MO, USA
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