-
1
-
-
34250678999
-
-
D. Enders, C. Grondal, M. R. M. Hüttl, Angew. Chem. 2007, 119, 1590
-
(2007)
Angew. Chem.
, vol.119
, pp. 1590
-
-
Enders, D.1
Grondal, C.2
Hüttl, M.R.M.3
-
3
-
-
33847623075
-
-
D. Almasi, D. A. Alonso, C. Nájera, Tetrahedron: Asymmetry 2007, 18, 299
-
(2007)
Tetrahedron: Asymmetry
, vol.18
, pp. 299
-
-
Almasi, D.1
Alonso, D.A.2
Nájera, C.3
-
4
-
-
38349178582
-
-
A. Erkkilä, I. Majander, P. M. Pihko, Chem. Rev. 2007, 107, 5416
-
(2007)
Chem. Rev.
, vol.107
, pp. 5416
-
-
Erkkilä, A.1
Majander, I.2
Pihko, P.M.3
-
5
-
-
77649087999
-
-
for selected examples, see
-
C. Grondal, M. Jeanty, D. Enders, Nat. Chem. 2010, 2, 167; for selected examples, see
-
(2010)
Nat. Chem.
, vol.2
, pp. 167
-
-
Grondal, C.1
Jeanty, M.2
Enders, D.3
-
7
-
-
70349753180
-
-
S. B. Jones, B. Simmons, D. W. C. MacMillan, J. Am. Chem. Soc. 2009, 131, 13606.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 13606
-
-
Jones, S.B.1
Simmons, B.2
MacMillan, D.W.C.3
-
9
-
-
22244463653
-
-
V. Nair, S. Bindu, V. Sreekumar, Angew. Chem. 2004, 116, 5240
-
(2004)
Angew. Chem.
, vol.116
, pp. 5240
-
-
Nair, V.1
Bindu, S.2
Sreekumar, V.3
-
13
-
-
36549003584
-
-
N. Marion, S. Diez-González, S. P. Nolan, Angew. Chem. 2007, 119, 3046
-
(2007)
Angew. Chem.
, vol.119
, pp. 3046
-
-
Marion, N.1
Diez-González, S.2
Nolan, S.P.3
-
15
-
-
38349109278
-
-
D. Enders, O. Niemeier, A. Henseler, Chem. Rev. 2007, 107, 5606
-
(2007)
Chem. Rev.
, vol.107
, pp. 5606
-
-
Enders, D.1
Niemeier, O.2
Henseler, A.3
-
16
-
-
79851477557
-
-
(Eds.: M. T. Reetz, B. List, S. Jaroch, H. Weinmann), Springer, Heidelberg
-
K. Zeitler, in Organocatalysis (Eds.:, M. T. Reetz, B. List, S. Jaroch, H. Weinmann,), Springer, Heidelberg, 2008, pp. 183-206
-
(2008)
Organocatalysis
, pp. 183-206
-
-
Zeitler, K.1
-
17
-
-
79851498771
-
-
(Eds.: M. T. Reetz, B. List, S. Jaroch, H. Weinmann), Springer, Heidelberg
-
F. Glorius, K. Hirano, in Organocatalysis (Eds.:, M. T. Reetz, B. List, S. Jaroch, H. Weinmann,), Springer, Heidelberg, 2008, pp. 183-206
-
(2008)
Organocatalysis
, pp. 183-206
-
-
Glorius, F.1
Hirano, K.2
-
18
-
-
77950278547
-
-
E. M. Phillips, A. Chan, K. A. Scheidt, Aldrichimica Acta 2009, 42, 55.
-
(2009)
Aldrichimica Acta
, vol.42
, pp. 55
-
-
Phillips, E.M.1
Chan, A.2
Scheidt, K.A.3
-
21
-
-
56549104231
-
-
For a recent review of methodology for the generation of homoenolates with NHCs, see
-
For a recent review of methodology for the generation of homoenolates with NHCs, see:, V. Nair, S. Vellalath, B. P. Babu, Chem. Soc. Rev. 2008, 37, 2691.
-
(2008)
Chem. Soc. Rev.
, vol.37
, pp. 2691
-
-
Nair, V.1
Vellalath, S.2
Babu, B.P.3
-
24
-
-
7744232978
-
-
S. S. Sohn, E. L. Rosen, J. W. Bode, J. Am. Chem. Soc. 2004, 126, 14370
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 14370
-
-
Sohn, S.S.1
Rosen, E.L.2
Bode, J.W.3
-
27
-
-
33746584001
-
-
C. Burstein, S. Tschan, X. L. Xie, F. Glorius, Synthesis 2006, 2418
-
(2006)
Synthesis
, pp. 2418
-
-
Burstein, C.1
Tschan, S.2
Xie, X.L.3
Glorius, F.4
-
28
-
-
53549119370
-
-
E. M. Phillips, M. Wadamoto, A. Chan, K. A. Scheidt, Angew. Chem. 2007, 119, 3167
-
(2007)
Angew. Chem.
, vol.119
, pp. 3167
-
-
Phillips, E.M.1
Wadamoto, M.2
Chan, A.3
Scheidt, K.A.4
-
31
-
-
34548159194
-
-
M. Wadamoto, E. M. Phillips, T. E. Reynolds, K. A. Scheidt, J. Am. Chem. Soc. 2007, 129, 10098
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 10098
-
-
Wadamoto, M.1
Phillips, E.M.2
Reynolds, T.E.3
Scheidt, K.A.4
-
33
-
-
39749122608
-
-
E. M. Phillips, T. E. Reynolds, K. A. Scheidt, J. Am. Chem. Soc. 2008, 130, 2416
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 2416
-
-
Phillips, E.M.1
Reynolds, T.E.2
Scheidt, K.A.3
-
35
-
-
67149105799
-
-
for a recent report on the use of NHCs as Brønsted base catalysts, see
-
V. Nair, B. P. Babu, S. Vellalath, V. Varghese, A. E. Raveendran, E. Suresh, Org. Lett. 2009, 11, 2507; for a recent report on the use of NHCs as Brønsted base catalysts, see
-
(2009)
Org. Lett.
, vol.11
, pp. 2507
-
-
Nair, V.1
Babu, B.P.2
Vellalath, S.3
Varghese, V.4
Raveendran, A.E.5
Suresh, E.6
-
36
-
-
77957171422
-
-
E. M. Phillips, M. Riedrich, K. A. Scheidt, J. Am. Chem. Soc. 2010, 132, 13179.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 13179
-
-
Phillips, E.M.1
Riedrich, M.2
Scheidt, K.A.3
-
37
-
-
33745940097
-
-
V. Nair, S. Vellalath, M. Poonoth, E. Suresh, J. Am. Chem. Soc. 2006, 128, 8736.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 8736
-
-
Nair, V.1
Vellalath, S.2
Poonoth, M.3
Suresh, E.4
-
38
-
-
33947696588
-
-
For an enantioselective variant of the NHC reaction described by Nair et al., see
-
For an enantioselective variant of the NHC reaction described by Nair et al., see:, P.-C. Chiang, J. Kaeobamrung, J. W. Bode, J. Am. Chem. Soc. 2007, 129, 3520.
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 3520
-
-
Chiang, P.-C.1
Kaeobamrung, J.2
Bode, J.W.3
-
39
-
-
32644452625
-
-
For NHC-homoenolate additions to 1,2-dicarbonyl compounds, see
-
For NHC-homoenolate additions to 1,2-dicarbonyl compounds, see:, V. Nair, S. Vellalath, M. Poonoth, R. Mohan, E. Suresh, Org. Lett. 2006, 8, 507.
-
(2006)
Org. Lett.
, vol.8
, pp. 507
-
-
Nair, V.1
Vellalath, S.2
Poonoth, M.3
Mohan, R.4
Suresh, E.5
-
40
-
-
77956041225
-
-
D. E. A. Raup, B. Cardinal-David, D. Holte, K. A. Scheidt, Nat. Chem. 2010, 2, 766
-
(2010)
Nat. Chem.
, vol.2
, pp. 766
-
-
Raup, D.E.A.1
Cardinal-David, B.2
Holte, D.3
Scheidt, K.A.4
-
41
-
-
77951079080
-
-
for other examples of NHC-metal cooperative catalysis, see
-
B. Cardinal-David, D. E. A. Raup, K. A. Scheidt, J. Am. Chem. Soc. 2010, 132, 5345; for other examples of NHC-metal cooperative catalysis, see
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 5345
-
-
Cardinal-David, B.1
Raup, D.E.A.2
Scheidt, K.A.3
-
42
-
-
33646775336
-
-
T. Nemoto, T. Fukuda, Y. Hamada, Tetrahedron Lett. 2006, 47, 4365
-
(2006)
Tetrahedron Lett.
, vol.47
, pp. 4365
-
-
Nemoto, T.1
Fukuda, T.2
Hamada, Y.3
-
43
-
-
61349183059
-
-
R. Lebeuf, K. Hirano, F. Glorius, Org. Lett. 2008, 10, 4243
-
(2008)
Org. Lett.
, vol.10
, pp. 4243
-
-
Lebeuf, R.1
Hirano, K.2
Glorius, F.3
-
44
-
-
57149127215
-
-
J. He, S. Tang, J. Liu, Y. Sun, X. Pan, X. She, Tetrahedron Lett. 2009, 50, 430
-
(2009)
Tetrahedron Lett.
, vol.50
, pp. 430
-
-
He, J.1
Tang, S.2
Liu, J.3
Sun, Y.4
Pan, X.5
She, X.6
-
45
-
-
77955838661
-
-
Z. Chen, X. Yu, J. Wu, Chem. Commun. 2010, 46, 6356.
-
(2010)
Chem. Commun.
, vol.46
, pp. 6356
-
-
Chen, Z.1
Yu, X.2
Wu, J.3
-
46
-
-
0027502964
-
-
G. Dujardin, S. Molato, B. Brown, Tetrahedron: Asymmetry 1993, 4, 193
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 193
-
-
Dujardin, G.1
Molato, S.2
Brown, B.3
-
47
-
-
0344278429
-
-
L. F. Tietze, C. Schneider, A. Motenbruck, Angew. Chem. 1994, 106, 1031
-
(1994)
Angew. Chem.
, vol.106
, pp. 1031
-
-
Tietze, L.F.1
Schneider, C.2
Motenbruck, A.3
-
51
-
-
0001021021
-
-
J. Thorhauge, M. Johannsen, K. A. Jørgensen, Angew. Chem. 1998, 110, 2543
-
(1998)
Angew. Chem.
, vol.110
, pp. 2543
-
-
Thorhauge, J.1
Johannsen, M.2
Jørgensen, K.A.3
-
53
-
-
0034006954
-
-
D. A. Evans, J. S. Johnson, E. J. Olhava, J. Am. Chem. Soc. 2000, 122, 1635
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 1635
-
-
Evans, D.A.1
Johnson, J.S.2
Olhava, E.J.3
-
54
-
-
0037121614
-
-
E. Wada, H. Koga, G. Kumaran, Tetrahedron Lett. 2002, 43, 9397
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 9397
-
-
Wada, E.1
Koga, H.2
Kumaran, G.3
-
56
-
-
0742287243
-
-
M. Kurosu, J. R. Porter, M. A. Foley, Tetrahedron Lett. 2004, 45, 145
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 145
-
-
Kurosu, M.1
Porter, J.R.2
Foley, M.A.3
-
58
-
-
12344257598
-
-
for an application of unsaturated α-ketoesters as substrates in total synthesis, see
-
K. D. Hughes, T.-L. N. Nguyen, D. Dyckman, D. Dulay, W. J. Boyko, R. M. Giuliano, Tetrahedron: Asymmetry 2005, 16, 273; for an application of unsaturated α-ketoesters as substrates in total synthesis, see
-
(2005)
Tetrahedron: Asymmetry
, vol.16
, pp. 273
-
-
Hughes, K.D.1
Nguyen, T.-L.N.2
Dyckman, D.3
Dulay, D.4
Boyko, W.J.5
Giuliano, R.M.6
-
59
-
-
35548957484
-
-
D. A. Evans, T. B. Dunn, L. KvÅrnø, A. Beauchemin, B. Raymer, E. J. Olhava, J. A. Mulder, M. Juhl, K. Kagechika, D. A. Favor, Angew. Chem. 2007, 119, 4782
-
(2007)
Angew. Chem.
, vol.119
, pp. 4782
-
-
Evans, D.A.1
Dunn, T.B.2
Kvårnø, L.3
Beauchemin, A.4
Raymer, B.5
Olhava, E.J.6
Mulder, J.A.7
Juhl, M.8
Kagechika, K.9
Favor, D.A.10
-
61
-
-
79851490364
-
-
The absolute and relative configuration were determined by X-ray crystallography for compound 4 (see Tablea 2, entrya 2) and the others were assigned by analogy (see the Supporting Information). The relative configuration of the minor diastereomer 29 was determined by X-ray crystallography and others were assigned by analogy (see the Supporting Information). CCDCa 793381 (4) and 793382 (29) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
-
The absolute and relative configuration were determined by X-ray crystallography for compound 4 (see Tablea 2, entrya 2) and the others were assigned by analogy (see the Supporting Information). The relative configuration of the minor diastereomer 29 was determined by X-ray crystallography and others were assigned by analogy (see the Supporting Information). CCDCa 793381 (4) and 793382 (29) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
-
-
-
-
62
-
-
79851488910
-
-
The minor positive influence that 2-propanol has on the stereoselectivity is currently under investigation
-
The minor positive influence that 2-propanol has on the stereoselectivity is currently under investigation.
-
-
-
-
63
-
-
79851484969
-
-
A decrease in the catalyst loading (to 5 and 10a mol%) resulted in incomplete conversion (50 and 80%, respectively) after 48a h
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A decrease in the catalyst loading (to 5 and 10a mol%) resulted in incomplete conversion (50 and 80%, respectively) after 48a h.
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-
-
-
64
-
-
79851469909
-
-
8]THF, no detectable differences were observed in the signals relative to those in the spectra of the starting material. Efforts are currently under way to understand the full role of the Lewis acid in these cooperative carbene catalytic processes
-
8]THF, no detectable differences were observed in the signals relative to those in the spectra of the starting material. Efforts are currently under way to understand the full role of the Lewis acid in these cooperative carbene catalytic processes.
-
-
-
-
65
-
-
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-
-
IV complexes does not provide the desired cyclopentane products. Further investigations in this area are ongoing
-
IV complexes does not provide the desired cyclopentane products. Further investigations in this area are ongoing.
-
-
-
-
66
-
-
77957925624
-
-
For a recent computational study that supports a conjugate-addition pathway over a benzoin/oxy-Cope process, see
-
For a recent computational study that supports a conjugate-addition pathway over a benzoin/oxy-Cope process, see:, L. R. Domingo, R. J. Zaragozá, M. Arnó, Org. Biomol. Chem. 2010, 8, 4884.
-
(2010)
Org. Biomol. Chem.
, vol.8
, pp. 4884
-
-
Domingo, L.R.1
Zaragozá, R.J.2
Arnó, M.3
-
67
-
-
79851498966
-
-
1Ha NMR spectroscopy (500a MHz). The mixed ester can be isolated by flash chromatography
-
1Ha NMR spectroscopy (500a MHz). The mixed ester can be isolated by flash chromatography.
-
-
-
-
69
-
-
33947093954
-
-
A. P. Krapcho, J. F. Weimaster, J. M. Eldridge, E. G. E. Jahngen, Jr., A. J. Lovey, W. P. Stephens, J. Org. Chem. 1978, 43, 138
-
(1978)
J. Org. Chem.
, vol.43
, pp. 138
-
-
Krapcho, A.P.1
Weimaster, J.F.2
Eldridge, J.M.3
Jahngen, Jr.E.G.E.4
Lovey, A.J.5
Stephens, W.P.6
-
71
-
-
18244407272
-
-
W. J. Morris, D. W. Custar, K. A. Scheidt, Org. Lett. 2005, 7, 1113.
-
(2005)
Org. Lett.
, vol.7
, pp. 1113
-
-
Morris, W.J.1
Custar, D.W.2
Scheidt, K.A.3
|