-
1
-
-
33846918696
-
-
D. Alberico, M. E. Scott, M. Lautens, Chem. Rev. 2007, 107, 174-238.
-
(2007)
Chem. Rev.
, vol.107
, pp. 174-238
-
-
Alberico, D.1
Scott, M.E.2
Lautens, M.3
-
2
-
-
13444287979
-
-
K. J. Fraunhoffer, D. A. Bachovchin, M. C White, Org. Lett. 2005, 7, 223-226.
-
(2005)
Org. Lett.
, vol.7
, pp. 223-226
-
-
Fraunhoffer, K.J.1
Bachovchin, D.A.2
White, M.C.3
-
3
-
-
0345791433
-
-
a) P. W. Wehn, J. Lee, J. Du Bois, Org. Lett. 2003, 5, 4823-4826;
-
(2003)
Org. Lett.
, vol.5
, pp. 4823-4826
-
-
Wehn, P.W.1
Lee, J.2
Du Bois, J.3
-
4
-
-
33646438818
-
-
b) M. Kim, J. V. Mulcahy, C. G. Espino, J. Du Bois, Org. Lett. 2006, 8, 1073-1076;
-
(2006)
Org. Lett.
, vol.8
, pp. 1073-1076
-
-
Kim, M.1
Mulcahy, J.V.2
Espino, C.G.3
Du Bois, J.4
-
8
-
-
18744372130
-
-
(c) M. S. Chen, N. Prabagaran, N. A. Labenz, M. C. White, J. Am. Chem. Soc. 2005, 127, 6970-6971;
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 6970-6971
-
-
Chen, M.S.1
Prabagaran, N.2
Labenz, N.A.3
White, M.C.4
-
9
-
-
33746094649
-
-
for macrolactonisation, see: d) K. J. Fraunhoffer, N. Prabagaran, L. E. Sirois, M. C. White, J. Am. Chem. Soc. 2006, 128, 9032-9033;
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 9032-9033
-
-
Fraunhoffer, K.J.1
Prabagaran, N.2
Sirois, L.E.3
White, M.C.4
-
12
-
-
62349122547
-
-
g) G. Liu, G. Yin, L. Wu, Angew. Chem. 2008, 120, 4811-4814;
-
(2008)
, vol.120
, pp. 4811-4814
-
-
Liu, G.1
Yin, G.2
Wu, L.3
Chem, A.4
-
13
-
-
48849087617
-
-
Angew. Chem. Int. Ed. 2008, 47, 4733-4736.
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 4733-4736
-
-
-
14
-
-
57549099863
-
-
E. Milczek, N. Boudet, S. Blakey, Angew. Chem. 2008, 120, 6931 - 6934;
-
(2008)
Angew. Chem.
, vol.120
, pp. 6931-6934
-
-
Milczek, E.1
Boudet, N.2
Blakey, S.3
-
15
-
-
53249096011
-
-
Angew. Chem. Int. Ed. 2008, 47, 6825-6828.
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 6825-6828
-
-
-
16
-
-
18244393989
-
-
For some recent work, see: a) D. Madec, G. Prestat, E. Martini, P. Fristrup, G. Poli, P.-O. Norrby, Org. Lett. 2005, 7, 995-998;
-
(2005)
Org. Lett.
, vol.7
, pp. 995-998
-
-
Madec, D.1
Prestat, G.2
Martini, E.3
Fristrup, P.4
Poli, G.5
Norrby, P.-O.6
-
17
-
-
33748274686
-
-
b) B. Ferber, G. Prestat, S. Vogel, D. Madec, G. Poli, Synlett 2006, 2133- 2135;
-
(2006)
Synlett
, pp. 2133-2135
-
-
Ferber, B.1
Prestat, G.2
Vogel, S.3
Madec, D.4
Poli, G.5
-
18
-
-
34247096022
-
-
(c) P. Merino, T. Tejero, V. Mannucci, G. Přestat, D. Madec, G. Poli, Synlett 2007, 0944-0948;
-
(2007)
Synlett
, pp. 944-948
-
-
Merino, P.1
Tejero, T.2
Mannucci, V.3
Přestat, G.4
Madec, D.5
Poli, G.6
-
19
-
-
49249086405
-
-
(d) M. Bui The Thuong, S. Sottocorno- la, G. Přestat, G. Broggini, D. Madec, G. Poli, Synlett 2007, 1521- 1524;
-
(2007)
Synlett
, pp. 1521-1524
-
-
Bui The Thuong, M.1
Sottocorno- La, S.2
Přestat, G.3
Broggini, G.4
Madec, D.5
Poli, G.6
-
20
-
-
46449125005
-
-
e) D. Madec, F. Mingoia, G. Prestat, G. Poli, Synlett 2008, 1475-1478;
-
(2008)
Synlett
, pp. 1475-1478
-
-
Madec, D.1
Mingoia, F.2
Prestat, G.3
Poli, G.4
-
21
-
-
65449184593
-
-
f) C. Kammerer, G. Přestat, D. Madec, G. Poli, Chem. Eur. J. 2009, 15, 4224-4227;
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 4224-4227
-
-
Kammerer, C.1
Přestat, G.2
Madec, D.3
Poli, G.4
-
22
-
-
67649365880
-
-
X. Bantreil, G. Prestat, D. Madec, P. Fristrup, G. Poli, Synlett 2009, 1441-1444.
-
Synlett
, vol.2009
, pp. 1441-1444
-
-
Bantreil, X.1
Prestat, G.2
Madec, D.3
Fristrup, P.4
Poli, G.5
-
23
-
-
70350460273
-
-
For the synthesis of the cyclisation precursors see the Supporting In- formation
-
For the synthesis of the cyclisation precursors see the Supporting In- formation.
-
-
-
-
24
-
-
70350440763
-
-
For sake of simplicity, benzoquinone, instead of phenylbenzoqui- none, is shown in the mechanism. However, these reactions work almost equally well with the former oxidizing agent
-
For sake of simplicity, benzoquinone, instead of phenylbenzoqui- none, is shown in the mechanism. However, these reactions work almost equally well with the former oxidizing agent.
-
-
-
-
25
-
-
70350449709
-
-
BQ-LL ligand exchange may take place prior (ref. [4c]) or after (see below) the cyclisation step
-
BQ-LL ligand exchange may take place prior (ref. [4c]) or after (see below) the cyclisation step.
-
-
-
-
26
-
-
0001532766
-
-
H. Grennberg, A. Gogoli, J.-E. Bäckvall, Organometallics 1993, 12, 1790-1793.
-
(1993)
Organometallics
, vol.12
, pp. 1790-1793
-
-
Grennberg, H.1
Gogoli, A.2
Bäckvall, J.-E.3
-
27
-
-
70350443853
-
-
2. equation represented
-
2. equation represented
-
-
-
-
32
-
-
70350438868
-
-
3-allyl)palladium complex intermediate. Alternatively, Echavarren (ref. [14b]) suggested that this solvent may promote pro- tonation of an acetate ligand bound to Pd, thereby facilitating the formation of a reactive cationic complex
-
3-allyl)palladium complex intermediate. Alternatively, Echavarren (ref. [14b]) suggested that this solvent may promote pro- tonation of an acetate ligand bound to Pd, thereby facilitating the formation of a reactive cationic complex.
-
-
-
-
33
-
-
7044235861
-
-
a) E.-I. Negishi, C Copéret, S. Ma, S. Y Liou, F. Liu, Chem. Rev. 1996, 96, 365-393;
-
(1996)
Chem. Rev.
, vol.96
, pp. 365-393
-
-
Negishi, E.-I.1
Copéret, C.2
Ma, S.3
Liou, S.Y.4
Liu, F.5
-
34
-
-
26344442832
-
-
b) E. Gómez-Bengoa, J. M. Cuerva, A. M. Echa- varren, G. Martorell, Angew. Chem. 1997, 109, 795-797;
-
(1997)
Angew. Chem.
, vol.109
, pp. 795-797
-
-
Gómez-Bengoa, E.1
Cuerva, J.M.2
Echa- Varren, A.M.3
Martorell, G.4
-
36
-
-
0033862728
-
-
a) C Amatore, A. Jutand, G. Meyer, I. Carelli, I. Chiarotto, Eur. J. Inorg. Chem. 2000, 1855-1859;
-
(2000)
Eur. J. Inorg. Chem.
, pp. 1855-1859
-
-
Amatore, C.1
Jutand, A.2
Meyer, G.3
Carelli, I.4
Chiarotto, I.5
-
38
-
-
33750186354
-
-
(c) M. M. Konnick, B. A. Gandhi, I. A. Guzei, S. S. Stahl, Angew. Chem. 2006, 118, 2970-2973;
-
(2006)
, vol.118
, pp. 2970-2973
-
-
Konnick, M.M.1
Gandhi, B.A.2
Guzei, I.A.3
Stahl, S.S.4
Chem, A.5
-
39
-
-
33745688109
-
-
Angew. Chem. Int. Ed. 2006, 45, 2904-2907.
-
(2006)
Angew. Chem. Int. Ed.
, vol.45
, pp. 2904-2907
-
-
-
40
-
-
70350456356
-
-
-1. The largely positive AG° value implies that, even in the AcOH solvent, the equilibrium is unequivocally shifted toward the Pd° complex
-
-1. The largely positive AG° value implies that, even in the AcOH solvent, the equilibrium is unequivocally shifted toward the Pd° complex.
-
-
-
-
41
-
-
70350438869
-
-
II-catalysed allylic acetoxylation of olefins in acetic acid is a widely known process. See reference [4a], and references therein
-
II-catalysed allylic acetoxylation of olefins in acetic acid is a widely known process. See reference [4a], and references therein.
-
-
-
-
42
-
-
70350449707
-
-
Concerning this potential problem, the huge effective molarity asso- ciated with a five- or six-membered ring formation should override alternative intermolecular processes. Should a complex of type V be formed, this could re-enter the catalytic cycle through equilibration with II
-
Concerning this potential problem, the huge effective molarity asso- ciated with a five- or six-membered ring formation should override alternative intermolecular processes. Should a complex of type V be formed, this could re-enter the catalytic cycle through equilibration with II.
-
-
-
-
43
-
-
70350453027
-
-
2 sug- gests that a further role of BQ in the catalytic experiments is activa- tion of step a or b (e.g., by ionisation). BQ activation of step c (ref. [4c]) without activation of steps a or b seems unlikely due to the evident irreversibility of step b
-
2 sug- gests that a further role of BQ in the catalytic experiments is activa- tion of step a or b (e.g., by ionisation). BQ activation of step c (ref. [4c]) without activation of steps a or b seems unlikely due to the evident irreversibility of step b.
-
-
-
-
44
-
-
70350440762
-
-
2SOMe (chiral isomer) was taken as a model of ligand LL for the computational study. A DFT study of the entire catalytic cycle will appear elsewhere
-
2SOMe (chiral isomer) was taken as a model of ligand LL for the computational study. A DFT study of the entire catalytic cycle will appear elsewhere.
-
-
-
-
45
-
-
59449097675
-
-
R. Hoffmann, P. von R. Schleyer, H. F. Schaefer III, Angew. Chem. 2008, 120, 7276-7279;
-
(2008)
Angew. Chem.
, vol.120
, pp. 7276-7279
-
-
Hoffmann, R.1
Von R. Schleyer, P.2
Schaefer III, H.F.3
-
46
-
-
53249098929
-
-
Angew Chem. Int. Ed. 2008, 47, 7164-7167.
-
(2008)
Angew Chem. Int. Ed.
, vol.47
, pp. 7164-7167
-
-
-
47
-
-
70350453028
-
-
The species corresponds to the second intermediate of the sequence shown in reference [H]. The calculations show that the proton, con- tested between the coordinated BQ molecule and acetate anion, in- variably leads to AcOH
-
The species corresponds to the second intermediate of the sequence shown in reference [H]. The calculations show that the proton, con- tested between the coordinated BQ molecule and acetate anion, in- variably leads to AcOH.
-
-
-
-
48
-
-
0038492660
-
-
II (Pd-C = 2.13 À); see: L. Xu, Q. Shi, X. Li, X. Jia, X. Huang, R. Wang, Z. Zhou, Z. Lin, A. S. C Chan
-
II (Pd-C = 2.13 À); see: L. Xu, Q. Shi, X. Li, X. Jia, X. Huang, R. Wang, Z. Zhou, Z. Lin, A. S. C Chan, Chem. Commun. 2003, 1666-1667.
-
(2003)
Chem. Commun.
, pp. 1666-1667
-
-
-
49
-
-
0037165753
-
-
M. Catellani, C. Mealli, E. Motti, P. Paoli, E. Perez-Carreño, P. S. Pregosin, J. Am. Chem. Soc. 2002, 124, 4336-4346.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 4336-4346
-
-
Catellani, M.1
Mealli, C.2
Motti, E.3
Paoli, P.4
Perez-Carreño, E.5
Pregosin, P.S.6
-
50
-
-
70350469334
-
-
The enthalpies of some computed transition states are relatively high, also due to significant structural and electronic rearrange- ments, but it should be kept in mind that the studied process is ini- tially ter-molecular, hence entropically favoured
-
The enthalpies of some computed transition states are relatively high, also due to significant structural and electronic rearrange- ments, but it should be kept in mind that the studied process is ini- tially ter-molecular, hence entropically favoured.
-
-
-
-
52
-
-
0345491105
-
-
b) C. Lee, W. Yang, R. Parr, Phys. Rev. B 1988, 37, 785-789.
-
(1988)
Phys. Rev. B
, vol.37
, pp. 785-789
-
-
Lee, C.1
Yang, W.2
Parr, R.3
-
53
-
-
0038626673
-
-
Revision B.05, Gaussian, Inc., Wallingford, CT
-
Gaussian 03, Revision B.05, M. J. Frisch, G. W. Trucks, H. B. Schle- gel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgom- ery, Jr., 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. Stratmann, 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. Rabuck, K. Raghavachari, J. B. Fores- man, 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. Na- nayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford, CT, 2004.
-
(2004)
Gaussian 03
-
-
Frisch, M.J.1
Trucks, G.W.2
Schle- Gel, 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
Fores- Man, 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
Na- Nayakkara, 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..
-
54
-
-
0041857031
-
-
M. Dolg, H. Stoll, H. Preuss, R. M. Pitzer, J. Phys. Chem. 1993, 97, 5852-5859.
-
(1993)
J. Phys. Chem.
, vol.97
, pp. 5852-5859
-
-
Dolg, M.1
Stoll, H.2
Preuss, H.3
Pitzer, R.M.4
-
56
-
-
84961976147
-
-
a) J. Andzelm, C Kölmel, A. Klamt, J. Chem. Phys. 1995, 103, 9312-9320;
-
(1995)
J. Chem. Phys.
, vol.103
, pp. 9312-9320
-
-
Andzelm, J.1
Kölmel, C.2
Klamt, A.3
-
57
-
-
84962428785
-
-
b)V. Barone, M. Cossi, J. Tomasi, J. Comput. Chem. 1998, 19, 404-417;
-
(1998)
J. Comput. Chem.
, vol.19
, pp. 404-417
-
-
Barone, V.1
Cossi, M.2
Tomasi, J.3
-
58
-
-
84961980477
-
-
(c) J. Tomasi, B. Mennucci, R. Cammi, Chem. Rev. 2005, 105, 2999-3093.
-
(2005)
Chem. Rev.
, vol.105
, pp. 2999-3093
-
-
Tomasi, J.1
Mennucci, B.2
Cammi, R.3
|