-
2
-
-
6044269452
-
-
Angew. Chem. Int. Ed. 2004, 43, 5138-5175;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 5138-5175
-
-
-
3
-
-
30544450304
-
"Organic Catalysis": Special issue
-
b) "Organic Catalysis": Special issue, Adv. Synth. Catal. 2004, 346;
-
(2004)
Adv. Synth. Catal.
, pp. 346
-
-
-
4
-
-
33746276615
-
"Enantioselective Organocatalysis": Special issue
-
c) "Enantioselective Organocatalysis": Special issue, Acc. Chem. Res. 2004, 37;
-
(2004)
Acc. Chem. Res.
, pp. 37
-
-
-
8
-
-
0000728050
-
-
For some excellent studies describing high S/C (greater than 200:1) organocatalysis, see: a) J. T. Su, P. Vachal, E. N. Jacobsen, Adv. Synth. Catal. 2001, 343, 197-200;
-
(2001)
Adv. Synth. Catal.
, vol.343
, pp. 197-200
-
-
Su, J.T.1
Vachal, P.2
Jacobsen, E.N.3
-
10
-
-
3042770799
-
-
c) S. Saaby, M. Bella, A. K. Jørgensen, J. Am. Chem. Soc. 2004, 126, 8120-8121;
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 8120-8121
-
-
Saaby, S.1
Bella, M.2
Jørgensen, A.K.3
-
11
-
-
33746270377
-
-
d) S. Shirakawa, K. Yamamoto, M. Kitamura, T. Ooi, K. Maruoka, Angew. Chem. 2005, 117, 631-634;
-
(2005)
Angew. Chem.
, vol.117
, pp. 631-634
-
-
Shirakawa, S.1
Yamamoto, K.2
Kitamura, M.3
Ooi, T.4
Maruoka, K.5
-
13
-
-
27544507948
-
-
e) M. Kitamura, S. Shirakawa, K. Maruoka, Angew. Chem. 2005, 117, 1573-1575;
-
(2005)
Angew. Chem.
, vol.117
, pp. 1573-1575
-
-
Kitamura, M.1
Shirakawa, S.2
Maruoka, K.3
-
14
-
-
16244410177
-
-
Angew. Chem. Int. Ed. 2005, 44, 1549-1551.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 1549-1551
-
-
-
16
-
-
4644355914
-
-
b) D. Uraguchi, K. Sorimachi, M. Terada, J. Am. Chem. Soc. 2004, 126, 11804-11805;
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 11804-11805
-
-
Uraguchi, D.1
Sorimachi, K.2
Terada, M.3
-
17
-
-
21644449826
-
-
c) D. Uraguchi, K. Sorimachi, M. Terada, J. Am. Chem. Soc. 2005, 127, 9360-9361;
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 9360-9361
-
-
Uraguchi, D.1
Sorimachi, K.2
Terada, M.3
-
19
-
-
6044226554
-
-
Similar binaphthol-derived monophosphoric acids were independently developed, see: a) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592-1594;
-
(2004)
Angew. Chem.
, vol.116
, pp. 1592-1594
-
-
Akiyama, T.1
Itoh, J.2
Yokota, K.3
Fuchibe, K.4
-
20
-
-
2342570203
-
-
Angew. Chem. Int. Ed. 2004, 43, 1566-1568;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 1566-1568
-
-
-
21
-
-
24044538628
-
-
b) T. Akiyama, H. Morita, J. Itoh, K. Fuchibe, Org. Lett. 2005, 7, 2583-2585;
-
(2005)
Org. Lett.
, vol.7
, pp. 2583-2585
-
-
Akiyama, T.1
Morita, H.2
Itoh, J.3
Fuchibe, K.4
-
22
-
-
27644568945
-
-
c) T. Akiyama, Y. Saitoh, H. Morita, K. Fuchibe, Adv. Synth. Catal. 2005, 347, 1523-1526;
-
(2005)
Adv. Synth. Catal.
, vol.347
, pp. 1523-1526
-
-
Akiyama, T.1
Saitoh, Y.2
Morita, H.3
Fuchibe, K.4
-
23
-
-
30544453001
-
-
d) T. Akiyama, Y. Tamura, J. Itoh, H. Morita, K. Fuchibe, Synlett 2006, 141-143;
-
(2006)
Synlett
, pp. 141-143
-
-
Akiyama, T.1
Tamura, Y.2
Itoh, J.3
Morita, H.4
Fuchibe, K.5
-
24
-
-
24044465512
-
-
also see: e) M. Rueping, E. Sugiono, C. Azap, T. Theissmann, M. Bolte, Org. Lett. 2005, 7, 3781-3783;
-
(2005)
Org. Lett.
, vol.7
, pp. 3781-3783
-
-
Rueping, M.1
Sugiono, E.2
Azap, C.3
Theissmann, T.4
Bolte, M.5
-
25
-
-
27844464898
-
-
f) G. B. Rowland, H. Zhang, E. B. Rowland, S. Chennamadhavuni, Y. Wang, J. C. Antilla, J. Am. Chem. Soc. 2005, 127, 15696-15697;
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 15696-15697
-
-
Rowland, G.B.1
Zhang, H.2
Rowland, E.B.3
Chennamadhavuni, S.4
Wang, Y.5
Antilla, J.C.6
-
26
-
-
33746182597
-
-
g) S. Hoffmann, A. M. Seayad, B. List, Angew. Chem. 2005, 117, 7590-7593;
-
(2005)
Angew. Chem.
, vol.117
, pp. 7590-7593
-
-
Hoffmann, S.1
Seayad, A.M.2
List, B.3
-
27
-
-
28044438742
-
-
Angew. Chem. Int. Ed. 2005, 44, 7424-7427;
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 7424-7427
-
-
-
28
-
-
30744477746
-
-
h) R. I. Storer, D. E. Carrera, Y. Ni, D. W. MacMillan, J. Am. Chem. Soc. 2006, 128, 84-86.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 84-86
-
-
Storer, R.I.1
Carrera, D.E.2
Ni, Y.3
MacMillan, D.W.4
-
30
-
-
9244238796
-
-
b) P. M. Pihko, Angew. Chem. 2004, 116, 2110-2113;
-
(2004)
Angew. Chem.
, vol.116
, pp. 2110-2113
-
-
Pihko, P.M.1
-
31
-
-
4544221552
-
-
Angew. Chem. Int. Ed. 2004, 43, 2062-2064.
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 2062-2064
-
-
-
32
-
-
0242432417
-
-
For recent selected examples of asymmetric Brønsted acid catalysis, see: a) Y. Huang, A. K. Unni, A. N. Thadani, V. H. Rawal, Nature 2003, 424, 146;
-
(2003)
Nature
, vol.424
, pp. 146
-
-
Huang, Y.1
Unni, A.K.2
Thadani, A.N.3
Rawal, V.H.4
-
34
-
-
1942471019
-
-
c) A. N. Thadani, A. R. Stankovic, V. H. Rawal, Proc. Natl. Acad. Sci. USA 2004, 101, 5846-5850;
-
(2004)
Proc. Natl. Acad. Sci. USA
, vol.101
, pp. 5846-5850
-
-
Thadani, A.N.1
Stankovic, A.R.2
Rawal, V.H.3
-
35
-
-
9744284976
-
-
d) H. Du, D. Zhao, K. Ding, Chem. Eur. J. 2004, 10, 5964-5970;
-
(2004)
Chem. Eur. J.
, vol.10
, pp. 5964-5970
-
-
Du, H.1
Zhao, D.2
Ding, K.3
-
38
-
-
13444265956
-
-
g) A. K. Unni, N. Takenaka, H. Yamamoto, V. H. Rawal, J. Am. Chem. Soc. 2005, 127, 1336-1337;
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 1336-1337
-
-
Unni, A.K.1
Takenaka, N.2
Yamamoto, H.3
Rawal, V.H.4
-
39
-
-
23044472914
-
-
h) W. Zhuang, R. G. Hazell, K. A. Jørgensen, Org. Biomol. Chem. 2005, 3, 2566-2571;
-
(2005)
Org. Biomol. Chem.
, vol.3
, pp. 2566-2571
-
-
Zhuang, W.1
Hazell, R.G.2
Jørgensen, K.A.3
-
40
-
-
26444603041
-
-
i) W. Zhuang, T. B. Poulsen, K. A. Jørgensen, Org. Biomol. Chem. 2005, 3, 3284-3289;
-
(2005)
Org. Biomol. Chem.
, vol.3
, pp. 3284-3289
-
-
Zhuang, W.1
Poulsen, T.B.2
Jørgensen, K.A.3
-
42
-
-
31544482620
-
-
k) R. P. Herrera, V. Sgarzani, L. Bernardi, A. Ricci, Angew. Chem. 2005, 117, 6734-6737;
-
(2005)
Angew. Chem.
, vol.117
, pp. 6734-6737
-
-
Herrera, R.P.1
Sgarzani, V.2
Bernardi, L.3
Ricci, A.4
-
43
-
-
27144518078
-
-
Angew. Chem. Int. Ed. 2005, 44, 6576-6579;
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 6576-6579
-
-
-
44
-
-
33746319084
-
-
l) M. S. Taylor, N. Tokunaga, E. N. Jacobsen, Angew. Chem. 2005, 117, 6858-6862;
-
(2005)
Angew. Chem.
, vol.117
, pp. 6858-6862
-
-
Taylor, M.S.1
Tokunaga, N.2
Jacobsen, E.N.3
-
45
-
-
27444443731
-
-
Angew. Chem. Int. Ed. 2005, 44, 6700-6704;
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 6700-6704
-
-
-
46
-
-
29444432484
-
-
m) V. B. Gondi, M. Gravel, V. H. Rawal, Org. Lett. 2005, 7, 5657-5660.
-
(2005)
Org. Lett.
, vol.7
, pp. 5657-5660
-
-
Gondi, V.B.1
Gravel, M.2
Rawal, V.H.3
-
47
-
-
4544280305
-
-
a) R. Matsubara, Y. Nakamura, S. Kobayashi, Angew. Chem. 2004, 116, 1711-1713;
-
(2004)
Angew. Chem.
, vol.116
, pp. 1711-1713
-
-
Matsubara, R.1
Nakamura, Y.2
Kobayashi, S.3
-
48
-
-
4544283548
-
-
Angew. Chem. Int. Ed. 2004, 43, 1679-1681;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 1679-1681
-
-
-
49
-
-
33746250097
-
-
b) R. Matsubara, Y. Nakamura, S. Kobayashi, Angew. Chem. 2004, 116, 3320-3322;
-
(2004)
Angew. Chem.
, vol.116
, pp. 3320-3322
-
-
Matsubara, R.1
Nakamura, Y.2
Kobayashi, S.3
-
50
-
-
4544373680
-
-
Angew. Chem. Int. Ed. 2004, 43, 3258-3260;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 3258-3260
-
-
-
51
-
-
4544361660
-
-
c) R. Matsubara, P. Vital, Y. Nakamura, H. Kiyohara, S. Kobayashi, Tetrahedron 2004, 60, 9769-9784.
-
(2004)
Tetrahedron
, vol.60
, pp. 9769-9784
-
-
Matsubara, R.1
Vital, P.2
Nakamura, Y.3
Kiyohara, H.4
Kobayashi, S.5
-
52
-
-
33746312531
-
-
note
-
The absolute configuration of 5 (Ar = Ph) was determined to be R (see the Supporting Information).
-
-
-
-
53
-
-
33746287652
-
-
note
-
We employed the acetone-derived enecarbamate 8 instead of the acetophenone-derived enecarbamate 3d to expand the substrate scope. The reaction of 8 with imine 2 (Ar = Ph) worked well under the high S/C conditions (0.1 mol% of 1), and subsequent hydrolysis gave the corresponding product 9 in good yield (80%). Unfortunately, however, the enantiomeric excess was moderate (44% ee); further screening of the catalyst, reactants, and reaction conditions is required to improve the enantiomeric excess (see Supporting Information).
-
-
-
-
54
-
-
0039460222
-
-
For example, see: a) A. Kaiser, P. Bielmeier, W. Wiegrebe, Monatsh. Chem. 1997, 128, 1247-1254;
-
(1997)
Monatsh. Chem.
, vol.128
, pp. 1247-1254
-
-
Kaiser, A.1
Bielmeier, P.2
Wiegrebe, W.3
-
56
-
-
0033842572
-
-
see also Ref. [7a] and references therein
-
c) S. E. Denmark, J.-H. Kim, Can. J. Chem. 2000, 78, 673-688; see also Ref. [7a] and references therein.
-
(2000)
Can. J. Chem.
, vol.78
, pp. 673-688
-
-
Denmark, S.E.1
Kim, J.-H.2
-
57
-
-
33746281586
-
-
note
-
A single geometric isomer of 4 was obtained, but the configuration has not yet been determined.
-
-
-
-
58
-
-
0000207288
-
-
M. Ihara, A. Hirabayashi, N. Taniguchi, K. Fukumoto, Heterocycles 1992, 33, 851-858.
-
(1992)
Heterocycles
, vol.33
, pp. 851-858
-
-
Ihara, M.1
Hirabayashi, A.2
Taniguchi, N.3
Fukumoto, K.4
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