-
4
-
-
0037296387
-
-
a) H. J. Zhu, K. T. Lu, G. R. Sun, J. B. He, H. Q. Li, C. U. Pittman Jr, New J. Chem. 2003, 27, 409;
-
(2003)
New J. Chem.
, vol.27
, pp. 409
-
-
Zhu, H.J.1
Lu, K.T.2
Sun, G.R.3
He, J.B.4
Li, H.Q.5
Pittman Jr., C.U.6
-
8
-
-
0013794383
-
-
e) H. Seki, K. Koga, H. Matsuo, S. Ohki, I. Matsuo, S. Yamada, Chem. Pharm. Bull. 1965, 13, 995;
-
(1965)
Chem. Pharm. Bull.
, vol.13
, pp. 995
-
-
Seki, H.1
Koga, K.2
Matsuo, H.3
Ohki, S.4
Matsuo, I.5
Yamada, S.6
-
10
-
-
0000031880
-
-
g) H. I. Schlesinger, H. C. Brown, H. R. Hoekstra, L. R. Rapp, J. Am. Chem. Soc. 1953, 75, 199.
-
(1953)
J. Am. Chem. Soc.
, vol.75
, pp. 199
-
-
Schlesinger, H.I.1
Brown, H.C.2
Hoekstra, H.R.3
Rapp, L.R.4
-
11
-
-
33646181539
-
-
ACS Symposium series 641, Washington DC, USA
-
A. F. Abdel-Magid, Reductions in Organic Synthesis, ACS Symposium series 641, Washington DC, USA, 1996, pp. 167.
-
(1996)
Reductions in Organic Synthesis
, pp. 167
-
-
Abdel-Magid, A.F.1
-
13
-
-
0000745489
-
-
a) H. C. Brown, N. Narasimhan, Y. M. Choi, J. Org. Chem. 1982, 47, 4702;
-
(1982)
J. Org. Chem.
, vol.47
, pp. 4702
-
-
Brown, H.C.1
Narasimhan, N.2
Choi, Y.M.3
-
15
-
-
0037178543
-
-
For some recent experimental studies on the reductions of ketonesters with sodium borohydride, see: a) P. V. Ramachandran, S. Pitre, H. C. Brown, J. Org. Chem. 2002, 67, 5315;
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5315
-
-
Ramachandran, P.V.1
Pitre, S.2
Brown, H.C.3
-
16
-
-
0033582984
-
-
b) E. Marcantoni, S. Alessandrini, M. Malavolta, J. Org. Chem. 1999, 64, 1986;
-
(1999)
J. Org. Chem.
, vol.64
, pp. 1986
-
-
Marcantoni, E.1
Alessandrini, S.2
Malavolta, M.3
-
17
-
-
1542375287
-
-
c) C. A. M. Fraga, L. H. P. Teixeira, C. M. de S. Menezes, C. M. R. Sant'Anna, M. da C. K. V. Ramos, F. R. A. Neto, E. J. Barreiro, Tetrahedron 2004, 60, 2745.
-
(2004)
Tetrahedron
, vol.60
, pp. 2745
-
-
Fraga, C.A.M.1
Teixeira, L.H.P.2
Menezes, C.M.D.S.3
Sant'Anna, C.M.R.4
Ramos, M.D.C.K.V.5
Neto, F.R.A.6
Barreiro, E.J.7
-
18
-
-
0041837304
-
-
4 selective reductions of α,β-unsaturated diene reductions, see: a) B. C. Ranu, S. Samanta, J. Org. Chem. 2003, 68, 7130;
-
(2003)
J. Org. Chem.
, vol.68
, pp. 7130
-
-
Ranu, B.C.1
Samanta, S.2
-
20
-
-
0742324457
-
-
c) B. Miriyala, S. Bhattacharyya, J. S. Williamson, Tetrahedron 2004, 60, 1463.
-
(2004)
Tetrahedron
, vol.60
, pp. 1463
-
-
Miriyala, B.1
Bhattacharyya, S.2
Williamson, J.S.3
-
21
-
-
0141640144
-
-
J. C. Lee, E. Peris, A. L. Rhcingold, R. H. Crabtree, J. Am. Chem. Soc. 1994, 116, 11014.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 11014
-
-
Lee, J.C.1
Peris, E.2
Rhcingold, A.L.3
Crabtree, R.H.4
-
22
-
-
0000303567
-
-
R. H. Crabtree, P. E. M. Siegbahn, O. Eisenstein, A. L. Rheingold, T. F. Koetzle, Acc. Chem. Res. 1996, 29, 348.
-
(1996)
Acc. Chem. Res.
, vol.29
, pp. 348
-
-
Crabtree, R.H.1
Siegbahn, P.E.M.2
Eisenstein, O.3
Rheingold, A.L.4
Koetzle, T.F.5
-
25
-
-
0000743790
-
-
a) B. C. Ranu, A. Majee, A. Sarkar, J. Org. Chem. 1998, 63, 370;
-
(1998)
J. Org. Chem.
, vol.63
, pp. 370
-
-
Ranu, B.C.1
Majee, A.2
Sarkar, A.3
-
27
-
-
0025696553
-
-
For selective reductions of aldehyde groups with ketone functions in the same molecule to form keto alcohols, see: c) B. C. Ranu, R. Chakraborty, Tetrahedron Lett. 1990, 31, 7663-7664.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 7663-7664
-
-
Ranu, B.C.1
Chakraborty, R.2
-
29
-
-
0041032560
-
-
4 to the corresponding alcohols, see: b) G. C. Yang, Z. X. Chen, J. X. Huang, Chin. Org. Chem. 2001, 21, 473.
-
(2001)
Chin. Org. Chem.
, vol.21
, pp. 473
-
-
Yang, G.C.1
Chen, Z.X.2
Huang, J.X.3
-
35
-
-
0035825063
-
-
For other examples, see: b) H. S. Wilkinson, G. J. Tanoury, S. A. Wald, C. H. Senanayake, Tetrahedron Lett. 2001, 42, 167.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 167
-
-
Wilkinson, H.S.1
Tanoury, G.J.2
Wald, S.A.3
Senanayake, C.H.4
-
36
-
-
33646165209
-
-
note
-
-1 in THF. Since Ph is bigger than Me, the barrier of reduction of N-methylbenzamide would be larger than that for N-methylacetamide.
-
-
-
-
37
-
-
5444246559
-
-
Carnegie, PA. 15106, USA
-
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman Jr, J. A. Montgomery, T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratemann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuk, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03 User's Reference, Gaussian Inc. 2003, Carnegie, PA. 15106, USA. In addition, the trials to use method D to compute the energy barrier for methyl α-aminoacetate reduction via TS-1 failed.
-
(2003)
Gaussian 03 User's Reference, Gaussian Inc.
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman Jr., J.R.6
Montgomery, 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
Stratemann, 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
Rabuk, 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
more..
-
38
-
-
33646169738
-
-
note
-
4/ester complex. Subsequent aldehyde formation and reduction to alcohol in several steps exhibited lower barriers. Thus, our calculations reported here focus on hydride attack on the ester carbonyl carbon.
-
-
-
-
39
-
-
84962359221
-
-
a) S. Mirertus, E. Scrocco, J. Tomasi, Chem. Phys. Lett. 1996, 255, 327;
-
(1996)
Chem. Phys. Lett.
, vol.255
, pp. 327
-
-
Mirertus, S.1
Scrocco, E.2
Tomasi, J.3
-
40
-
-
0032502372
-
-
b) M. Cossi, V. Barone, J. Mennucci, J. Tomasi, Chem. Phys. Lett. 1998, 286, 253;
-
(1998)
Chem. Phys. Lett.
, vol.286
, pp. 253
-
-
Cossi, M.1
Barone, V.2
Mennucci, J.3
Tomasi, J.4
-
41
-
-
0031553301
-
-
c) B. Mennucci, E. Cances, J. Tomasi, J. Phys. Chem. B 1997, 101, 10506;
-
(1997)
J. Phys. Chem. B
, vol.101
, pp. 10506
-
-
Mennucci, B.1
Cances, E.2
Tomasi, J.3
-
42
-
-
84962428823
-
-
d) J. Tomasi, B. Mennucci, E. Cances, J. Mol. Chem. (Theochem) 1999, 464, 211;
-
(1999)
J. Mol. Chem. (Theochem)
, vol.464
, pp. 211
-
-
Tomasi, J.1
Mennucci, B.2
Cances, E.3
-
43
-
-
84961986761
-
-
e) M. Cossi, N. Rega, G. Scahmani, V. Barone, J. Chem. Phys. 2001, 114, 5691;
-
(2001)
J. Chem. Phys.
, vol.114
, pp. 5691
-
-
Cossi, M.1
Rega, N.2
Scahmani, G.3
Barone, V.4
-
44
-
-
84961986752
-
-
f) M. Cossi, G. Scalmani, N. Rega, V. Barone, J. Chem. Phys. 2002, 117, 43.
-
(2002)
J. Chem. Phys.
, vol.117
, pp. 43
-
-
Cossi, M.1
Scalmani, G.2
Rega, N.3
Barone, V.4
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