-
2
-
-
0026722772
-
-
b) C. G. Frost, J. Howarth, J. M. J. Williams, Tetrahedron: Asymmetry 1992, 3, 1089-1122;
-
(1992)
Tetrahedron Asymmetry
, vol.3
, pp. 1089-1122
-
-
Frost, C.G.1
Howarth, J.2
Williams, J.M.J.3
-
4
-
-
0000390005
-
-
A. Pfaltz, Acta Chem. Scand. 1996, 50, 189-194, and references therein; b) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506; c) S. Ramdeehul, P. Dierkes, R. Aguado, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3302-3304; Angew. Chem. Int. Ed. 1998, 37, 3118-3121.
-
(1996)
Acta Chem. Scand.
, vol.50
, pp. 189-194
-
-
Pfaltz, A.1
-
5
-
-
0028232428
-
-
A. Pfaltz, Acta Chem. Scand. 1996, 50, 189-194, and references therein; b) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506; c) S. Ramdeehul, P. Dierkes, R. Aguado, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3302-3304; Angew. Chem. Int. Ed. 1998, 37, 3118-3121.
-
(1994)
Tetrahedron
, vol.50
, pp. 4493-4506
-
-
Brown, J.M.1
Hulmes, D.I.2
Guiry, P.J.3
-
6
-
-
0001754175
-
-
A. Pfaltz, Acta Chem. Scand. 1996, 50, 189-194, and references therein; b) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506; c) S. Ramdeehul, P. Dierkes, R. Aguado, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3302-3304; Angew. Chem. Int. Ed. 1998, 37, 3118-3121.
-
(1998)
Angew. Chem.
, vol.110
, pp. 3302-3304
-
-
Ramdeehul, S.1
Dierkes, P.2
Aguado, R.3
Kamer, P.C.J.4
Van Leeuwen, P.W.N.M.5
Osborn, J.A.6
-
7
-
-
0032484249
-
-
A. Pfaltz, Acta Chem. Scand. 1996, 50, 189-194, and references therein; b) J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506; c) S. Ramdeehul, P. Dierkes, R. Aguado, P. C. J. Kamer, P. W. N. M. van Leeuwen, J. A. Osborn, Angew. Chem. 1998, 110, 3302-3304; Angew. Chem. Int. Ed. 1998, 37, 3118-3121.
-
(1998)
Angew. Chem. Int. Ed.
, vol.37
, pp. 3118-3121
-
-
-
9
-
-
0034661952
-
-
a) J. M. Longmire, B. Wang, X. Zhang, Tetrahedron Lett. 2000, 41, 5435-5439
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 5435-5439
-
-
Longmire, J.M.1
Wang, B.2
Zhang, X.3
-
11
-
-
0034404053
-
-
c) G. C. Lloyd-Jones, S. C. Stephen, M. Murray, C. P. Butts, Š. Vyskočil, P. Kočovský, Chem. Eur. J. 2000, 6, 4348-4357
-
(2000)
Chem. Eur. J.
, vol.6
, pp. 4348-4357
-
-
Lloyd-Jones, G.C.1
Stephen, S.C.2
Murray, M.3
Butts, C.P.4
Vyskočil, S.5
Kočovský, P.6
-
12
-
-
0000958055
-
-
d) U. Kazmaier, F. L. Zumpe, Angew. Chem. 2000, 112, 805-807; Angew. Chem. Int. Ed. 2000, 39, 802-804.
-
(2000)
Angew. Chem.
, vol.112
, pp. 805-807
-
-
Kazmaier, U.1
Zumpe, F.L.2
-
13
-
-
0034681564
-
-
d) U. Kazmaier, F. L. Zumpe, Angew. Chem. 2000, 112, 805-807; Angew. Chem. Int. Ed. 2000, 39, 802-804.
-
(2000)
Angew. Chem. Int. Ed.
, vol.39
, pp. 802-804
-
-
-
15
-
-
0031016772
-
-
a) U. Burckhardt, M. Baumann, A. Togni, Tetrahedron: Asymmetry 1997, 8, 155-159;
-
(1997)
Tetrahedron Asymmetry
, vol.8
, pp. 155-159
-
-
Burckhardt, U.1
Baumann, M.2
Togni, A.3
-
16
-
-
0032481636
-
-
b) T. Hayashi, M. Kawatsura, Y. Uozumi, J. Am. Chem. Soc. 1998, 120, 1681-1687.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 1681-1687
-
-
Hayashi, T.1
Kawatsura, M.2
Uozumi, Y.3
-
19
-
-
0003942864
-
-
Wiley Interscience, New York
-
Stereospecific: A reaction in which 'starting materials differing only in their configuration are converted to stereoisomerically distinct products'. Stereoconvergent: 'a reaction in which stereoisomerically differing starting materials yield identical products': E. L. Eliel, S. H. Wilen, L. N. Mander, Stereochemistry of Organic Compounds, Wiley Interscience, New York, 1994.
-
(1994)
Stereochemistry of Organic Compounds
-
-
Eliel, E.L.1
Wilen, S.H.2
Mander, L.N.3
-
20
-
-
85018119452
-
-
note
-
Matched refers to a favourable configurational relationship of the substrate with the catalyst. The matched substrate will give an ee of product that is closer (or identical) in absolute configuration and magnitude to the intrinsic selectivity of the catalyst as compared to the mismatched. Most often, the matched substrate reacts faster than the mismatched and there will thus be a kinetic resolution process prior to complete reaction.
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-
-
-
21
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-
85018130664
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-
note
-
[4a]
-
-
-
-
22
-
-
0000146695
-
-
a) P. von Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614-614; Angew. Chem. Int. Ed. Engl. 1993, 32, 566-567;
-
(1993)
Angew. Chem.
, vol.105
, pp. 614-614
-
-
Von Matt, P.1
Pfaltz, A.2
-
23
-
-
33748227479
-
-
a) P. von Matt, A. Pfaltz, Angew. Chem. 1993, 105, 614-614; Angew. Chem. Int. Ed. Engl. 1993, 32, 566-567;
-
(1993)
Angew. Chem. Int. Ed. Engl.
, vol.32
, pp. 566-567
-
-
-
28
-
-
0002017795
-
-
a) Š. Vyskočil, M. Smrčina, V. Hanuš, M. Polášek, P. Kočovský, J. Org. Chem. 1998, 63, 7738-7748;
-
(1998)
J. Org. Chem.
, vol.63
, pp. 7738-7748
-
-
Vyskočil, S.1
Smrčina, M.2
Hanuš, V.3
Polášek, M.4
Kočovský, P.5
-
29
-
-
0037768557
-
-
b) P. Kočovský, Š. Vyskočil, I. Císařová, J. Sejbal, I. Tišlerová, M. Smrčina, G. C. Lloyd-Jones, S. C. Stephen, C. P. Butts, M. Murray, V. Langer, J. Am. Chem. Soc. 1999, 121, 7714-7715.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 7714-7715
-
-
Kočovský, P.1
Vyskočil, S.2
Císařová, I.3
Sejbal, J.4
Tišlerová, I.5
Smrčina, M.6
Lloyd-Jones, G.C.7
Stephen, S.C.8
Butts, C.P.9
Murray, M.10
Langer, V.11
-
30
-
-
0027408256
-
-
N. W Alcock, J. M. Brown, D. I. Hulmes, Tetrahedron: Asymmetry 1993, 4, 743-756.
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 743-756
-
-
Alcock, N.W.1
Brown, J.M.2
Hulmes, D.I.3
-
32
-
-
85018113591
-
-
note
-
1]-1c, confirms that secondary kinetic isotope effects are small (< 1.05/ 1.00) in relation to the memory effects that are of interest and thus the results can be translated directly back to the unlabelled substrate.
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-
-
-
33
-
-
0032971683
-
-
C. Amatore, A. Jutand, G. Meyer, L. Mottier, Chem. Eur. J. 1999, 5, 466-473.
-
(1999)
Chem. Eur. J.
, vol.5
, pp. 466-473
-
-
Amatore, C.1
Jutand, A.2
Meyer, G.3
Mottier, L.4
-
34
-
-
0028232428
-
-
Note that it has been observed in some cases that diastereoisomer interconversion is accelerated by nucleophile, for example malonate: J. M. Brown, D. I. Hulmes, P. J. Guiry, Tetrahedron 1994, 50, 4493-4506.
-
(1994)
Tetrahedron
, vol.50
, pp. 4493-4506
-
-
Brown, J.M.1
Hulmes, D.I.2
Guiry, P.J.3
-
36
-
-
0034595838
-
-
Fluoride ion added in the form of tetrabutylammonium triphenylsilyldifluoride (TBAT). For preparation see: C. J. Handy, Y.-F. Lam, P. DeShong, J. Org. Chem. 2000, 65, 3542-3543.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 3542-3543
-
-
Handy, C.J.1
Lam, Y.-F.2
DeShong, P.3
-
37
-
-
85018116207
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note
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2H NMR spectroscopy).
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-
-
-
38
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0034665223
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Based on substrate recovered during reaction, there was no evidence for reversibility of ionisation, although this is known with some systems: C. Amatore, S. Gamez, A. Jutand, G. Meyer, M. Moreno-Mañas, L. Morral, R. Pleixats, Chem. Eur. J. 2000, 6, 3372-3376.
-
(2000)
Chem. Eur. J.
, vol.6
, pp. 3372-3376
-
-
Amatore, C.1
Gamez, S.2
Jutand, A.3
Meyer, G.4
Moreno-Mañas, M.5
Morral, L.6
Pleixats, R.7
-
40
-
-
85018126137
-
-
note
-
a of cyclopentadiene with ROH and the ready prototropy in cyclopentadiene, it is hard to conceive of a stereochemical labelling experiment that would confirm either the location or the stereochemistry of the β-elimination.
-
-
-
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41
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0037016413
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For a recent review of some of the effects that halide ions can have on asymmetric transition metal catalysed reactions, including allylic alkylations, see: K. Fagnou, M. Lautens, Angew. Chem. 2002, 114, 26-49; Angew. Chem. Int. Ed. 2002, 41, 26-47.
-
(2002)
Angew. Chem.
, vol.114
, pp. 26-49
-
-
Fagnou, K.1
Lautens, M.2
-
42
-
-
0037016413
-
-
For a recent review of some of the effects that halide ions can have on asymmetric transition metal catalysed reactions, including allylic alkylations, see: K. Fagnou, M. Lautens, Angew. Chem. 2002, 114, 26-49; Angew. Chem. Int. Ed. 2002, 41, 26-47.
-
(2002)
Angew. Chem. Int. Ed.
, vol.41
, pp. 26-47
-
-
-
43
-
-
0001704975
-
-
A. Gogoll, J. Örnebro, H. Grennberg, J.-E. Bäckvall, J. Am. Chem. Soc. 1994, 116, 3631-3632.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 3631-3632
-
-
Gogoll, A.1
Örnebro, J.2
Grennberg, H.3
Bäckvall, J.-E.4
-
44
-
-
0037138687
-
-
0-dba complex of a related phenanthracenyl ligand, displaying P, C-coordination has recently been reported: J. Yin, M. P. Rainka, X.-X. Zhang, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 1162-1163.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1162-1163
-
-
Yin, J.1
Rainka, M.P.2
Zhang, X.-X.3
Buchwald, S.L.4
-
46
-
-
0035914628
-
-
and references therein
-
M. Kollmar, B. Goldfuss, M. Reggelin, F. Rominger, G. Helmchen, Chem. Eur. J. 2001, 7, 4913-4927, and references therein.
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 4913-4927
-
-
Kollmar, M.1
Goldfuss, B.2
Reggelin, M.3
Rominger, F.4
Helmchen, G.5
-
47
-
-
0037138675
-
-
[14b] has recently been challenged: T. Hamada, A. Chieffi, J. Åhman, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 1261-1268.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1261-1268
-
-
Hamada, T.1
Chieffi, A.2
Åhman, J.3
Buchwald, S.L.4
-
51
-
-
0027408256
-
-
N. W. Alcock, J. M. Brown, D. I. Hulmes, Tetrahedron: Asymmetry 1993, 4, 743-756.
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 743-756
-
-
Alcock, N.W.1
Brown, J.M.2
Hulmes, D.I.3
-
52
-
-
85018125643
-
-
Commercial software (Leipold Associates, USA)
-
Commercial software (Leipold Associates, USA).
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-
-
-
53
-
-
0035844715
-
-
Unlabelled material: M. T. Powell, A. M. Porte, J. Reibenspies, K. Burgess, Tetrahedron 2001, 57, 5027-5038.
-
(2001)
Tetrahedron
, vol.57
, pp. 5027-5038
-
-
Powell, M.T.1
Porte, A.M.2
Reibenspies, J.3
Burgess, K.4
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