-
2
-
-
0038095039
-
-
Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin-Heidelberg, Germany, Chapter 31.2
-
(b) Yamaguchi, M. In Comprehensive Asymmetric Catalysis I-III; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin-Heidelberg, Germany, 1999; Chapter 31.2.
-
(1999)
Comprehensive Asymmetric Catalysis I-III
-
-
Yamaguchi, M.1
-
7
-
-
0037043180
-
-
For recent reviews on asymmetric organocatalysis, see: (a) List, B. Tetrahedron 2002, 58, 5573. (b) Gröger, H.; Wilken, J. Angew. Chem., Int. Ed. 2001, 40, 529. (c) Dalko, P. I.; Moisan, L. Angew. Chem., Int. Ed. 2001, 40, 3726. (d) Jarvo, E. R.; Miller, S. J. Tetrahedron 2002, 58, 2481.
-
(2002)
Tetrahedron
, vol.58
, pp. 5573
-
-
List, B.1
-
8
-
-
0035793248
-
-
For recent reviews on asymmetric organocatalysis, see: (a) List, B. Tetrahedron 2002, 58, 5573. (b) Gröger, H.; Wilken, J. Angew. Chem., Int. Ed. 2001, 40, 529. (c) Dalko, P. I.; Moisan, L. Angew. Chem., Int. Ed. 2001, 40, 3726. (d) Jarvo, E. R.; Miller, S. J. Tetrahedron 2002, 58, 2481.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 529
-
-
Gröger, H.1
Wilken, J.2
-
9
-
-
0035886887
-
-
For recent reviews on asymmetric organocatalysis, see: (a) List, B. Tetrahedron 2002, 58, 5573. (b) Gröger, H.; Wilken, J. Angew. Chem., Int. Ed. 2001, 40, 529. (c) Dalko, P. I.; Moisan, L. Angew. Chem., Int. Ed. 2001, 40, 3726. (d) Jarvo, E. R.; Miller, S. J. Tetrahedron 2002, 58, 2481.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 3726
-
-
Dalko, P.I.1
Moisan, L.2
-
10
-
-
0037170944
-
-
For recent reviews on asymmetric organocatalysis, see: (a) List, B. Tetrahedron 2002, 58, 5573. (b) Gröger, H.; Wilken, J. Angew. Chem., Int. Ed. 2001, 40, 529. (c) Dalko, P. I.; Moisan, L. Angew. Chem., Int. Ed. 2001, 40, 3726. (d) Jarvo, E. R.; Miller, S. J. Tetrahedron 2002, 58, 2481.
-
(2002)
Tetrahedron
, vol.58
, pp. 2481
-
-
Jarvo, E.R.1
Miller, S.J.2
-
12
-
-
0034600250
-
-
(b) Ahrendt, K. A.; Borths, C. J.; MacMillan, D. W. C. J. Am. Chem. Soc. 2000, 122, 4243.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 4243
-
-
Ahrendt, K.A.1
Borths, C.J.2
MacMillan, D.W.C.3
-
13
-
-
0037059471
-
-
(a) Córdova, A.; Notz, W.; Barbas, C. F., III J. Org. Chem. 2002, 67, 301.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 301
-
-
Córdova, A.1
Notz, W.2
Barbas C.F. III3
-
14
-
-
0034812506
-
-
(b) Sakthivel, K.; Notz, W.; Bui, T.; Barbas, C. F., III J. Am. Chem. Soc. 2001, 123, 5260.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 5260
-
-
Sakthivel, K.1
Notz, W.2
Bui, T.3
Barbas C.F. III4
-
15
-
-
0034654216
-
-
(c) List, B.; Lerner, R. A.; Barbas, C. F., III J. Am. Chem. Soc. 2000, 122, 2395.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 2395
-
-
List, B.1
Lerner, R.A.2
Barbas C.F. III3
-
18
-
-
0037028990
-
-
(a) Córdova, A.; Watanabe, S.; Tanaka, F.; Notz, W.; Barbas, C. F., III J. Am. Chem. Soc. 2002, 124, 1866.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1866
-
-
Córdova, A.1
Watanabe, S.2
Tanaka, F.3
Notz, W.4
Barbas C.F. III5
-
19
-
-
0037028924
-
-
(b) Córdova, A.; Notz, W.; Zhong, G.; Betancort, J. M.; Barbas, C. F., III J. Am. Chem. Soc. 2002, 124, 1842.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1842
-
-
Córdova, A.1
Notz, W.2
Zhong, G.3
Betancort, J.M.4
Barbas C.F. III5
-
21
-
-
0037028550
-
-
(d) List, B.; Pojarliev, P.; Biller, W. T.; Martin, H. J. J. Am. Chem. Soc. 2002, 124, 827.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 827
-
-
List, B.1
Pojarliev, P.2
Biller, W.T.3
Martin, H.J.4
-
22
-
-
0034638388
-
-
(a) Jen, W. S.; Wiener, J. J. M.; MacMillan, D. W. C. J. Am. Chem. Soc. 2000, 122, 9874.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 9874
-
-
Jen, W.S.1
Wiener, J.J.M.2
MacMillan, D.W.C.3
-
24
-
-
0037122183
-
-
(c) Bøgevig, A.; Gothelf, K. V.; Jørgensen, K. A. Chem. Eur. J. 2002, 8, 5652.
-
(2002)
Chem. Eur. J.
, vol.8
, pp. 5652
-
-
Bøgevig, A.1
Gothelf, K.V.2
Jørgensen, K.A.3
-
26
-
-
0036260164
-
-
(b) Bøgevig, A.; Juhl, K.; Kumaragurubaran, N.; Zhuang, W.; Jørgensen, K. A. Angew. Chem., Int. Ed. 2002, 41, 1790.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 1790
-
-
Bøgevig, A.1
Juhl, K.2
Kumaragurubaran, N.3
Zhuang, W.4
Jørgensen, K.A.5
-
27
-
-
0037024190
-
-
(c) Kumaragurubaran, N.; Juhl, K.; Zhuang, W.; Bøgevig, A.; Jørgensen, K. A. J. Am. Chem. Soc. 2002, 124, 6254.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 6254
-
-
Kumaragurubaran, N.1
Juhl, K.2
Zhuang, W.3
Bøgevig, A.4
Jørgensen, K.A.5
-
32
-
-
0343967492
-
-
(a) Yamaguchi, M.; Shiraishi, T.; Hirama, M. J. Org. Chem. 1996, 61, 3520.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 3520
-
-
Yamaguchi, M.1
Shiraishi, T.2
Hirama, M.3
-
33
-
-
0030747548
-
-
(b) Yamaguchi, M.; Igarashi, Y.; Reddy, R. S.; Shiraishi, T.; Hirama, M. Tetrahedron 1997, 53, 11223.
-
(1997)
Tetrahedron
, vol.53
, pp. 11223
-
-
Yamaguchi, M.1
Igarashi, Y.2
Reddy, R.S.3
Shiraishi, T.4
Hirama, M.5
-
34
-
-
0027993384
-
-
(c) Yamaguchi, M.; Shiraishi, T.; Igarashi, Y.; Hirama, M. Tetrahedron Lett. 1994, 35, 8233.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 8233
-
-
Yamaguchi, M.1
Shiraishi, T.2
Igarashi, Y.3
Hirama, M.4
-
35
-
-
0034675660
-
-
(d) Horstmann, T. E.; Guerin, D. J.; Miller, S. J. Angew. Chem., Int. Ed. 2000, 39, 3635.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 3635
-
-
Horstmann, T.E.1
Guerin, D.J.2
Miller, S.J.3
-
37
-
-
0035796953
-
-
(f) Betancort, J. M.; Sakthivel, K.; Thayumanavan, R.; Barbas, C. F., III Tetrahedron Lett. 2001, 42, 4441.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 4441
-
-
Betancort, J.M.1
Sakthivel, K.2
Thayumanavan, R.3
Barbas C.F. III4
-
39
-
-
0000761777
-
-
(h) List, B.; Pojarliev, P.; Martin, H. J. Org. Lett. 2001, 3, 2423.
-
(2001)
Org. Lett.
, vol.3
, pp. 2423
-
-
List, B.1
Pojarliev, P.2
Martin, H.J.3
-
43
-
-
0037195702
-
-
(a) Halland, N.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2002, 67, 8331.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 8331
-
-
Halland, N.1
Hazell, R.G.2
Jørgensen, K.A.3
-
44
-
-
0037429423
-
-
(b) Halland, N.; Aburel, P. S.; Jørgensen, K. A. Angew. Chem., Int. Ed. 2003, 42, 661.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 661
-
-
Halland, N.1
Aburel, P.S.2
Jørgensen, K.A.3
-
45
-
-
0035819731
-
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(2001)
J. Chem. Soc., Perkin Trans. 1
, pp. 316
-
-
Hagiwara, H.1
Komatsubara, N.2
Ono, H.3
Okabe, T.4
Hoshi, T.5
Suzuki, T.6
Ando, M.7
Kato, M.8
-
46
-
-
0035795031
-
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 2705
-
-
Hagiwara, H.1
Okabe, T.2
Hakoda, T.3
Hoshi, T.4
Ono, H.5
Kamat, V.P.6
Suzuki, T.7
Ando, M.8
-
47
-
-
0037161704
-
-
See also Yamada and Otani
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(2002)
Chem. Commun.
, pp. 1068
-
-
Shimizu, K.1
Suzuki, H.2
Hayashi, E.3
Kodama, T.4
Tsuchiya, Y.5
Hagiwara, H.6
Kitayama, Y.7
-
48
-
-
0009653666
-
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(1969)
Tetrahedron Lett.
, vol.48
, pp. 4237
-
-
Yamada, S.-I.1
Otani, G.2
-
49
-
-
0035908273
-
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 4175
-
-
Kim, S.-G.1
Ahn, K.H.2
-
50
-
-
0034817259
-
-
For nonenantioselective direct catalytic 1,4-conjugated addition of aldehydes to vinyl ketones, see: (a) Hagiwara, H.; Komatsubara, N.; Ono, H.; Okabe, T.; Hoshi, T.; Suzuki, T.; Ando, M.; Kato, M. J. Chem. Soc., Perkin Trans. 1 2001, 316. (b) Hagiwara, H.; Okabe, T.; Hakoda, T.; Hoshi, T.; Ono, H.; Kamat, V. P.; Suzuki, T.; Ando, M. Tetrahedron Lett. 2001, 42, 2705. (c) Shimizu, K.; Suzuki, H.; Hayashi, E.; Kodama, T.; Tsuchiya, Y.; Hagiwara, H.; Kitayama, Y. Chem. Commun. 2002, 1068. See also Yamada and Otani (d) Yamada, S.-i.; Otani, G. Tetrahedron Lett. 1969, 48, 4237] for stoichiometric reactions of chiral enamines with methyl vinyl ketone; in this study up to 50% ee optical yield was obtained. For related catalytic enantioselective approaches see also: (e) Kim, S.-G.; Ahn, K. H. Tetrahedron Lett. 2001, 42, 4175. (f) Evans, D. A.; Scheidt, K. A.; Johnson, J. N. J. Am. Chem. Soc. 2001, 123, 4480.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 4480
-
-
Evans, D.A.1
Scheidt, K.A.2
Johnson, J.N.3
-
51
-
-
0000572973
-
-
Stoddard, J. F., Ed.; Perganom Press: Oxford, UK
-
See e.g.: Warning, A. J. In Comprehensive Organic Synthesis; Stoddard, J. F., Ed.; Perganom Press: Oxford, UK, 1979; Vol. 1, p 1055.
-
(1979)
Comprehensive Organic Synthesis
, vol.1
, pp. 1055
-
-
Warning, A.J.1
-
53
-
-
33947482604
-
-
(a) Stork, G.; Brizzolara, A.; Landesman, H.; Szmuzkovicz, J.; Terrell, R. J. Am. Chem. Soc. 1963, 85, 207.
-
(1963)
J. Am. Chem. Soc.
, vol.85
, pp. 207
-
-
Stork, G.1
Brizzolara, A.2
Landesman, H.3
Szmuzkovicz, J.4
Terrell, R.5
-
55
-
-
0001732861
-
-
Duhamel, P.; Hennequin, L.; Poirier, J. M.; Tavel, G.; Vottero, C. Tetrahedron 1986, 42, 4777.
-
(1986)
Tetrahedron
, vol.42
, pp. 4777
-
-
Duhamel, P.1
Hennequin, L.2
Poirier, J.M.3
Tavel, G.4
Vottero, C.5
-
56
-
-
0001651926
-
-
Hudlicky, T.; Fleming, A.; Radesca, L. J. Am. Chem. Soc. 1989, 111, 6691.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6691
-
-
Hudlicky, T.1
Fleming, A.2
Radesca, L.3
-
57
-
-
0038771775
-
-
note
-
It should be noted that the priority of the 5-keto aldehydes changes for the different aldehydes.
-
-
-
-
58
-
-
0032538773
-
-
For a review about nonlinear effects see e.g.: (a) Girard, C.; Kagan, H. B. Angew. Chem., Int. Ed. 1998, 37, 2922. It should also be noted that the first paper by Kagan et al. dealing with nonlinear effects was about proline-catalyzed intramolecular aldol reactions: (b) Puchot, C.; Samuel, O.; Duñach, E.; Zhao, S.; Agami, C.; Kagan, H. B. J. Am. Chem. Soc. 1986, 108, 2353.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2922
-
-
Girard, C.1
Kagan, H.B.2
-
59
-
-
33845374428
-
-
For a review about nonlinear effects see e.g.: (a) Girard, C.; Kagan, H. B. Angew. Chem., Int. Ed. 1998, 37, 2922. It should also be noted that the first paper by Kagan et al. dealing with nonlinear effects was about proline-catalyzed intramolecular aldol reactions: (b) Puchot, C.; Samuel, O.; Duñach, E.; Zhao, S.; Agami, C.; Kagan, H. B. J. Am. Chem. Soc. 1986, 108, 2353.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 2353
-
-
Puchot, C.1
Samuel, O.2
Duñach, E.3
Zhao, S.4
Agami, C.5
Kagan, H.B.6
-
60
-
-
0038433875
-
-
note
-
The reactions were carried out under neat conditions.
-
-
-
-
61
-
-
0038771773
-
-
-4: Chiang, Y.; Kresge, A. J.; Walsh, P. A. J. Am. Chem. Soc. 1986, 108, 6314.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 6314
-
-
Chiang, Y.1
Kresge, A.J.2
Walsh, P.A.3
-
63
-
-
0025762481
-
-
Bates, F. X.; Donnelly, J. A.; Keegan, J. R. Tetrahedron 1991, 47, 4991.
-
(1991)
Tetrahedron
, vol.47
, pp. 4991
-
-
Bates, F.X.1
Donnelly, J.A.2
Keegan, J.R.3
-
65
-
-
0027494604
-
-
Nakajima, M.; Tomioka, K.; Koga, K. Tetrahedron 1993, 43, 9735.
-
(1993)
Tetrahedron
, vol.43
, pp. 9735
-
-
Nakajima, M.1
Tomioka, K.2
Koga, K.3
-
66
-
-
0028926606
-
-
Chong, J. M.; Clarke, I. S.; Koch, I.; Olbach, P. C.; Taylor, N. J. Tetrahedron: Asymmetry 1995, 6, 409.
-
(1995)
Tetrahedron: Asymmetry
, vol.6
, pp. 409
-
-
Chong, J.M.1
Clarke, I.S.2
Koch, I.3
Olbach, P.C.4
Taylor, N.J.5
|