-
1
-
-
0003441482
-
Palladium Reagents and Catalysis
-
For reviews, see: a, Wiley, New York
-
For reviews, see: a) J. Tsuji, Palladium Reagents and Catalysis, in: Innovations in Organic Synthesis, Wiley, New York, 1995;
-
(1995)
Innovations in Organic Synthesis
-
-
Tsuji, J.1
-
4
-
-
0000345527
-
-
Eds, E. N. Jaeobsen, A. Pfaltz, H. Yamamoto, Springer Verlag, Berlin, Chapter 24;
-
A. Pfaltz, M. Lautens, in: Comprehensive Asymmetric Catalysis, (Eds.; E. N. Jaeobsen, A. Pfaltz, H. Yamamoto), Springer Verlag, Berlin, 1999, Vol. 2, Chapter 24;
-
(1999)
Comprehensive Asymmetric Catalysis
, vol.2
-
-
Pfaltz, A.1
Lautens, M.2
-
9
-
-
0041327982
-
-
See, for instance: a
-
See, for instance: a) A. M. Masdeu-Bultó, M. Diéguez, E. Martin, M. Gomez, Coord. Chem. Rev. 2003, 242, 159;
-
(2003)
Coord. Chem. Rev
, vol.242
, pp. 159
-
-
Masdeu-Bultó, A.M.1
Diéguez, M.2
Martin, E.3
Gomez, M.4
-
11
-
-
34547147515
-
-
See, for instance: a
-
See, for instance: a) M. Diéguez, O. Pàmies, C. Claver, Adv. Synth. Catal. 2007, 349, 836;
-
(2007)
Adv. Synth. Catal
, vol.349
, pp. 836
-
-
Diéguez, M.1
Pàmies, O.2
Claver, C.3
-
13
-
-
34247259068
-
-
E. Raluy, O. Pamies, M. Diéguez, J. Org. Chem. 2007, 72, 2842.
-
(2007)
J. Org. Chem
, vol.72
, pp. 2842
-
-
Raluy, E.1
Pamies, O.2
Diéguez, M.3
-
14
-
-
0032787242
-
-
a) G. P. F. van Strijdonck, M. D. K. Boele, P. C. J. Kamer, J. G. de Vries, P. W. N. M. van Leeuwen, Eur. J. Inorg. Chem. 1999, 1073;
-
(1999)
Eur. J. Inorg. Chem
, pp. 1073
-
-
van Strijdonck, G.P.F.1
Boele, M.D.K.2
Kamer, P.C.J.3
de Vries, J.G.4
van Leeuwen, P.W.N.M.5
-
15
-
-
22944458838
-
-
M. Diéguez, O. Pàmies, C. Claver, Adv. Synth. Catal. 2005, 347, 1257;
-
(2005)
Adv. Synth. Catal
, vol.347
, pp. 1257
-
-
Diéguez, M.1
Pàmies, O.2
Claver, C.3
-
16
-
-
17744386953
-
-
M. Dié-guez, O. Pàmies, C. Claver, J. Org. Chem. 2005, 70, 3363.
-
(2005)
J. Org. Chem
, vol.70
, pp. 3363
-
-
Dié-guez, M.1
Pàmies, O.2
Claver, C.3
-
17
-
-
15744392501
-
-
The flexibility that offers the biaryl moiety can be used to fine tune the chiral pocket formed upon complexation. See, for example: a O. Pàmies, M. Diéguez, C. Claver, J. Am. Chem. Soc. 2005, 127, 3646;
-
The flexibility that offers the biaryl moiety can be used to fine tune the chiral pocket formed upon complexation. See, for example: a) O. Pàmies, M. Diéguez, C. Claver, J. Am. Chem. Soc. 2005, 127, 3646;
-
-
-
-
18
-
-
29144447770
-
-
Y. Mata, M. Diéguez, O. Pàmies, C. Claver, Adv. Synth. Catal. 2005, 347, 1943;
-
(2005)
Adv. Synth. Catal
, vol.347
, pp. 1943
-
-
Mata, Y.1
Diéguez, M.2
Pàmies, O.3
Claver, C.4
-
20
-
-
67650454407
-
-
For recent reviews, see: a
-
For recent reviews, see: a) O. Pàmies, C. Claver, M. Diéguez, Eur. J. Org. Chem. 2007, 4621;
-
(2007)
Eur. J. Org. Chem
, pp. 4621
-
-
Pàmies, O.1
Claver, C.2
Diéguez, M.3
-
21
-
-
4344684124
-
-
M. Diéguez, O. Pàmies, C. Claver, Chem. Rev. 2004, 104, 3189;
-
(2004)
Chem. Rev
, vol.104
, pp. 3189
-
-
Diéguez, M.1
Pàmies, O.2
Claver, C.3
-
22
-
-
9644281815
-
-
M. Diéguez, O. Pàmies, A. Ruiz, Y. Díaz, S. Castillón, C. Claver, Coord. Chem. Rev. 2004, 248, 2165;
-
(2004)
Coord. Chem. Rev
, vol.248
, pp. 2165
-
-
Diéguez, M.1
Pàmies, O.2
Ruiz, A.3
Díaz, Y.4
Castillón, S.5
Claver, C.6
-
24
-
-
33846425352
-
-
The preliminary results were partly reported in the communication: E. Raluy, C. Claver, O. Pàmies, M. Diéguez, Org. Lett. 2007, 9, 49.
-
The preliminary results were partly reported in the communication: E. Raluy, C. Claver, O. Pàmies, M. Diéguez, Org. Lett. 2007, 9, 49.
-
-
-
-
25
-
-
38949172726
-
-
R. I. Anegundi, V. G. Puranik, S. Hotha, Org. Biomol. Chem. 2008, 6, 779.
-
(2008)
Org. Biomol. Chem
, vol.6
, pp. 779
-
-
Anegundi, R.I.1
Puranik, V.G.2
Hotha, S.3
-
26
-
-
0019123433
-
-
R. W. Binkley, M. G. Ambrose, D. G. Hehemann, J. Org. Chem. 1980, 45, 4387.
-
(1980)
J. Org. Chem
, vol.45
, pp. 4387
-
-
Binkley, R.W.1
Ambrose, M.G.2
Hehemann, D.G.3
-
27
-
-
0038095048
-
-
S. A. W. Gruner, V. Truffault, G. Voll, E. Locardi, M. Stöckle, H. Kessler, Chem. Eur. J. 2002, 8, 4366.
-
(2002)
Chem. Eur. J
, vol.8
, pp. 4366
-
-
Gruner, S.A.W.1
Truffault, V.2
Voll, G.3
Locardi, E.4
Stöckle, M.5
Kessler, H.6
-
28
-
-
0033450817
-
-
D. F. Ewing, G. Goethals, G. Mackenzie, P. Martin, G Ronco, L. Vanbaelinghem, P. Villa, J. Carbohydr. Chem. 1999, 75, 441.
-
(1999)
J. Carbohydr. Chem
, vol.75
, pp. 441
-
-
Ewing, D.F.1
Goethals, G.2
Mackenzie, G.3
Martin, P.4
Ronco, G.5
Vanbaelinghem, L.6
Villa, P.7
-
29
-
-
0000269705
-
-
P. R. Sleath, A. L. Handlon, N. J. Oppenheimer, J. Org. Chem. 1991, 56, 3608.
-
(1991)
J. Org. Chem
, vol.56
, pp. 3608
-
-
Sleath, P.R.1
Handlon, A.L.2
Oppenheimer, N.J.3
-
30
-
-
0032759096
-
-
D. F. Ewing, G. Goethals, G. Mackenzie, P. Martin, G. Ronco, L. Vanbaelinghem, P. Villa, Carbohydr. Res. 1999, 321, 190.
-
(1999)
Carbohydr. Res
, vol.321
, pp. 190
-
-
Ewing, D.F.1
Goethals, G.2
Mackenzie, G.3
Martin, P.4
Ronco, G.5
Vanbaelinghem, L.6
Villa, P.7
-
33
-
-
67650372719
-
-
[15] but, in our hands, this resulted in low yields.
-
[15] but, in our hands, this resulted in low yields.
-
-
-
-
34
-
-
0033734047
-
-
O. Pàmies, M. Diéguez, G. Net, A. Ruiz, C. Claver, Organometallics 2000, 19, 1488.
-
(2000)
Organometallics
, vol.19
, pp. 1488
-
-
Pàmies, O.1
Diéguez, M.2
Net, G.3
Ruiz, A.4
Claver, C.5
-
35
-
-
0000081796
-
-
For some more successful applications, see: a
-
For some more successful applications, see: a) P. Dierkes, S. Randechul, L. Barloy, A. De Cian, J. Fischer, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3299;
-
(1998)
Angew. Chem
, vol.110
, pp. 3299
-
-
Dierkes, P.1
Randechul, S.2
Barloy, L.3
De Cian, A.4
Fischer, J.5
Kamer, P.C.J.6
van Leeuwen, P.W.N.M.7
Osborn, J.A.8
-
37
-
-
0029928975
-
-
B. M. Trost, A. C. Krueger, R. C. Bunt, J. Zambrano, J. Am. Chem. Soc. 1996, 118, 6520;
-
(1996)
J. Am. Chem. Soc
, vol.118
, pp. 6520
-
-
Trost, B.M.1
Krueger, A.C.2
Bunt, R.C.3
Zambrano, J.4
-
39
-
-
33745887201
-
-
In contrast to the Pd catalytic systems, the Ir, Ru and Mo catalysts provide very high selectivity for the attack to the non-terminal carbon to give the chiral product. See, for instance: a C. Bruneau, J. L. Renaud, B. Demersemen, Chem. Eur. J. 2006, 12, 5178;
-
In contrast to the Pd catalytic systems, the Ir, Ru and Mo catalysts provide very high selectivity for the attack to the non-terminal carbon to give the chiral product. See, for instance: a) C. Bruneau, J. L. Renaud, B. Demersemen, Chem. Eur. J. 2006, 12, 5178;
-
-
-
-
40
-
-
33748550311
-
-
A. V. Malkov, L. Gouriou, G. C. Lloyd-Jones, I. Starý, V. Langer, P. Spoor, V. Vinader, P. Kočovský, Chem. Eur. J. 2006, 12, 6910;
-
(2006)
Chem. Eur. J
, vol.12
, pp. 6910
-
-
Malkov, A.V.1
Gouriou, L.2
Lloyd-Jones, G.C.3
Starý, I.4
Langer, V.5
Spoor, P.6
Vinader, V.7
Kočovský, P.8
-
41
-
-
0033544297
-
-
B. M. Trost, S. Hildbrand, K. Dogra, J. Am. Chem. Soc. 1999, 121, 10416;
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 10416
-
-
Trost, B.M.1
Hildbrand, S.2
Dogra, K.3
-
43
-
-
0034823238
-
-
For recent successful applications of Pd catalysts, see: a
-
For recent successful applications of Pd catalysts, see: a) S.-L. You, X.-Z. Zhu, Y.-M. Luo, X.-L. Hou, L.-X. Dai, J. Am. Chem. Soc. 2001, 123, 7471;
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 7471
-
-
You, S.-L.1
Zhu, X.-Z.2
Luo, Y.-M.3
Hou, X.-L.4
Dai, L.-X.5
-
48
-
-
0001036697
-
-
For some more successful applications, see: a
-
For some more successful applications, see: a) B. M. Trost, R. C. Bunt, J. Am. Chem. Soc. 1994, 116, 4089;
-
(1994)
J. Am. Chem. Soc
, vol.116
, pp. 4089
-
-
Trost, B.M.1
Bunt, R.C.2
-
49
-
-
0006989799
-
-
G. Helmchen, S. Kudis, P. Sennhenn, H. Steinhagen, Pure Appl. Chem. 1997, 69, 513.
-
(1997)
Pure Appl. Chem
, vol.69
, pp. 513
-
-
Helmchen, G.1
Kudis, S.2
Sennhenn, P.3
Steinhagen, H.4
-
50
-
-
0034637494
-
-
a) S. Deerenberg, H. S. Schrekker, G. P. F. van Strijdonck, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. Fraanje, K. Goubitz, J. Org. Chem. 2000, 65, 4810;
-
(2000)
J. Org. Chem
, vol.65
, pp. 4810
-
-
Deerenberg, S.1
Schrekker, H.S.2
van Strijdonck, G.P.F.3
Kamer, P.C.J.4
van Leeuwen, P.W.N.M.5
Fraanje, J.6
Goubitz, K.7
-
51
-
-
23844467825
-
-
F. Fernández, M. Gómez, S. Jansat, G. Muller, E. Martín, L. Flores Santos, P. X. García, A. Acosta, A. Aghmiz, M. Jiménez-Pedrós, A. M. Masdeu-Bultó, M. Diéguez, C. Claver, M. A. Maestro, Organometallics 2005, 24, 3946.
-
(2005)
Organometallics
, vol.24
, pp. 3946
-
-
Fernández, F.1
Gómez, M.2
Jansat, S.3
Muller, G.4
Martín, E.5
Flores Santos, L.6
García, P.X.7
Acosta, A.8
Aghmiz, A.9
Jiménez-Pedrós, M.10
Masdeu-Bultó, A.M.11
Diéguez, M.12
Claver, C.13
Maestro, M.A.14
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52
-
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0001704975
-
-
The equilibrium between both diastereoisomers takes place via the so-called apparent π-allyl rotation, which has been shown to occur via dissociation of one of the coordinated atoms of the bidentate ligand, which allows the ligand to rotate. See: A. Gogoll, J. Örnebro, H. Grennberg, J. E. Bäckvall, J. Am. Chem. Soc. 1994, 116, 3631.
-
The equilibrium between both diastereoisomers takes place via the so-called apparent π-allyl rotation, which has been shown to occur via dissociation of one of the coordinated atoms of the bidentate ligand, which allows the ligand to rotate. See: A. Gogoll, J. Örnebro, H. Grennberg, J. E. Bäckvall, J. Am. Chem. Soc. 1994, 116, 3631.
-
-
-
-
53
-
-
67650428051
-
-
These results also indicate that the synlsyn A to syn /syn B interconversion should be faster than the nucleophilic attack.
-
These results also indicate that the synlsyn A to syn /syn B interconversion should be faster than the nucleophilic attack.
-
-
-
-
54
-
-
67650463755
-
-
The calculated diastereoisomeric excess matched the enantiomeric excess obtained experimentally for product 16
-
The calculated diastereoisomeric excess matched the enantiomeric excess obtained experimentally for product 16.
-
-
-
-
55
-
-
67650420014
-
-
This was confirmed by an in situ NMR study of the reactivity of the Pd intermediates with sodium malonate at low temperature. This study indicates that isomer 27A reacts around 3 times faster than isomer 27B
-
This was confirmed by an in situ NMR study of the reactivity of the Pd intermediates with sodium malonate at low temperature. This study indicates that isomer 27A reacts around 3 times faster than isomer 27B.
-
-
-
-
56
-
-
67650418807
-
-
The reactivity of the Pd intermediates with sodium malonate at low temperature by in situ NMR indicates that isomer 28B reacts around 20 times faster than isomer 28A.
-
The reactivity of the Pd intermediates with sodium malonate at low temperature by in situ NMR indicates that isomer 28B reacts around 20 times faster than isomer 28A.
-
-
-
-
57
-
-
67650442444
-
-
This is in agreement with the higher electronic differentiation between the more electrophilic allylic terminus carbon atoms of both isomers [Δ (δ13C)=4.4ppm] for complex 30 with respect to complex 29 [Δ (δ13C)=3 ppm
-
13C)=3 ppm].
-
-
-
-
58
-
-
0027169226
-
-
G. J. H. Buisman, P. C. J. Kamer, P. W. N. M. van Leeuwen, Tetrahedron: Asymmetry 1993, 4, 1625.
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 1625
-
-
Buisman, G.J.H.1
Kamer, P.C.J.2
van Leeuwen, P.W.N.M.3
-
59
-
-
0035856636
-
-
a) M. Diéguez, A. Ruiz, C. Claver, Tetrahedron: Asymmetry 2001, 12, 2827;
-
(2001)
Tetrahedron: Asymmetry
, vol.12
, pp. 2827
-
-
Diéguez, M.1
Ruiz, A.2
Claver, C.3
-
62
-
-
0000535433
-
-
C. Jia, P. Müller, H. Mimoun, J. Mol. Cat. A: Chem. 1995, 101, 127.
-
(1995)
J. Mol. Cat. A: Chem
, vol.101
, pp. 127
-
-
Jia, C.1
Müller, P.2
Mimoun, H.3
-
64
-
-
33845183545
-
-
T. Hayashi, A. Yamamoto, Y. Ito, E. Mshioka, H. Miura, K. Yanagi, J. Am. Chem. Soc. 1989, 111, 6301.
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 6301
-
-
Hayashi, T.1
Yamamoto, A.2
Ito, Y.3
Mshioka, E.4
Miura, H.5
Yanagi, K.6
-
65
-
-
84987263015
-
-
P. von Matt, G. C. Lloyd-Jones, A. B. E. Minidis, A. Pfaltz, L. Maeko, M. Neuburger, M. Zehnder, H. Ruegger, P. S. Pregosin, Helv. Chim. Acta 1995, 78, 265.
-
(1995)
Helv. Chim. Acta
, vol.78
, pp. 265
-
-
von Matt, P.1
Lloyd-Jones, G.C.2
Minidis, A.B.E.3
Pfaltz, A.4
Maeko, L.5
Neuburger, M.6
Zehnder, M.7
Ruegger, H.8
Pregosin, P.S.9
-
66
-
-
0035914628
-
-
M. Kollmar, B. Goldfuss, M. Reggelin, F. Rominger, G. Helmchen, Chem. Eur. J. 2001, 7, 4913.
-
(2001)
Chem. Eur. J
, vol.7
, pp. 4913
-
-
Kollmar, M.1
Goldfuss, B.2
Reggelin, M.3
Rominger, F.4
Helmchen, G.5
-
67
-
-
0000598134
-
-
B. M. Trost, P. E. Strege, L. Weber, J. Am. Chem. Soc. 1978, 100, 3407.
-
(1978)
J. Am. Chem. Soc
, vol.100
, pp. 3407
-
-
Trost, B.M.1
Strege, P.E.2
Weber, L.3
-
68
-
-
0037049944
-
-
R. J. van Haaren, P. H. Keeven, L. A. van der Veen, K. Goubitz, G. P. F. van Strijdonck, H. Oevering, J. N. H. Reek, P. C. J. Kamer, P. W. N. M. van Leeuwen, Inorg. Chim. Acta 2002, 327, 108.
-
(2002)
Inorg. Chim. Acta
, vol.327
, pp. 108
-
-
van Haaren, R.J.1
Keeven, P.H.2
van der Veen, L.A.3
Goubitz, K.4
van Strijdonck, G.P.F.5
Oevering, H.6
Reek, J.N.H.7
Kamer, P.C.J.8
van Leeuwen, P.W.N.M.9
-
69
-
-
0035966231
-
-
O. Pàmies, G. P. F. van Strijdonck, M. Diéguez, S. Deerenberg, G. Net, A. Ruiz, C. Claver, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. Org. Chem. 2001, 66, 8867.
-
(2001)
J. Org. Chem
, vol.66
, pp. 8867
-
-
Pàmies, O.1
van Strijdonck, G.P.F.2
Diéguez, M.3
Deerenberg, S.4
Net, G.5
Ruiz, A.6
Claver, C.7
Kamer, P.C.J.8
van Leeuwen, P.W.N.M.9
-
70
-
-
0037120175
-
-
M. A. Pericàs, C. Puigjaner, A. Riera, A. Vidal-Ferran, M. Gómez, F. Jiménez, G. Muller, M. Rocamora, Chem. Eur. J. 2002, 8, 4164.
-
(2002)
Chem. Eur. J
, vol.8
, pp. 4164
-
-
Pericàs, M.A.1
Puigjaner, C.2
Riera, A.3
Vidal-Ferran, A.4
Gómez, M.5
Jiménez, F.6
Muller, G.7
Rocamora, M.8
-
71
-
-
0030771619
-
-
J. P. Janssen, G. Helmchen, G. Tetrahedron Lett. 1997, 38, 8025.
-
J. P. Janssen, G. Helmchen, G. Tetrahedron Lett. 1997, 38, 8025.
-
-
-
-
72
-
-
0034706036
-
-
D. A. Evans, K. R. Campos, J. S. Tedrow, F. E. Michael, M. R. Gagné, J. Am. Chem. Soc. 2000, 122, 7905.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 7905
-
-
Evans, D.A.1
Campos, K.R.2
Tedrow, J.S.3
Michael, F.E.4
Gagné, M.R.5
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