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84941199103
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ed. J. D. Morrison, Academic Press, New York
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K. E. Koenig, in Asymmetric Synthesis, ed. J. D. Morrison, Academic Press, New York, 1985, vol. 5, pp. 71-101;
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Asymmetric Synthesis
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Koenig, K.E.1
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85050264385
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ed. E. L. Eliel and S. H. Wilen, John Wiley & Sons, New York
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H. Brunner, in Topics in Stereochemistry, ed. E. L. Eliel and S. H. Wilen, John Wiley & Sons, New York, 1988, vol. 18, pp. 129-247;
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Brunner, H.1
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3
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0001844246
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ed. I. Ojima, VCH Publishers, New York
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H. Takaya, T. Ohta and R. Noyori, in Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH Publishers, New York, 1993, pp. 1-39;
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(1993)
Catalytic Asymmetric Synthesis
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Takaya, H.1
Ohta, T.2
Noyori, R.3
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5
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0004809076
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W. S. Knowles, M. J. Sabacky and B. D. Vineyard, J. Chem. Soc., Chem. Commun., 1972, 10;
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J. Chem. Soc., Chem. Commun.
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Knowles, W.S.1
Sabacky, M.J.2
Vineyard, B.D.3
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6
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0000313407
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B. D. Vineyard, W. S. Knowles, M. J. Sabacky, G. L. Bachman and D. J. Weinkauff, J. Am. Chem. Soc., 1977, 99, 5946.
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J. Am. Chem. Soc.
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Vineyard, B.D.1
Knowles, W.S.2
Sabacky, M.J.3
Bachman, G.L.4
Weinkauff, D.J.5
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8
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1542454261
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T. Hayashi, N. Kawamura and Y. Ito, Tetrahedron Lett., 1988, 29, 5969;
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(1988)
Tetrahedron Lett.
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, pp. 5969
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Hayashi, T.1
Kawamura, N.2
Ito, Y.3
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9
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0001302260
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T. Hayashi, N. Kawamura and Y. Ito, J. Am. Chem. Soc., 1987, 109, 7876.
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J. Am. Chem. Soc.
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Hayashi, T.1
Kawamura, N.2
Ito, Y.3
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10
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0000361853
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Brunner and Hayashi reported chiral ligands having one phosphorus atom and two nitrogen atoms, although the mode of coordination is not clear; H. Brunner and H. Weber, Chem. Ber., 1985, 118, 3380;
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Chem. Ber.
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Brunner, H.1
Weber, H.2
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11
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0001518473
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T. Hayashi, T. Mise, M. Fukushima, M. Kagotani, N. Nagashima, Y. Hamada, A. Matsumoto, S. Kawakami, M. Konishi, K. Yamamoto and M. Kumada, Bull. Chem. Soc. Jpn., 1980, 53, 1138.
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Bull. Chem. Soc. Jpn.
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Hayashi, T.1
Mise, T.2
Fukushima, M.3
Kagotani, M.4
Nagashima, N.5
Hamada, Y.6
Matsumoto, A.7
Kawakami, S.8
Konishi, M.9
Yamamoto, K.10
Kumada, M.11
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12
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0030561556
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I. Yamada, M. Yamaguchi and T. Yamagishi, Tetrahedron: Asymmetry, 1996, 7, 3339.
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Tetrahedron: Asymmetry
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Yamada, I.1
Yamaguchi, M.2
Yamagishi, T.3
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15
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0037821377
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N. C. Payne and G. R. Tobin, Acta Crystallogr., Sect. C, 1992, 48, 45, and references therein.
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Acta Crystallogr., Sect. C
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, pp. 45
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Payne, N.C.1
Tobin, G.R.2
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18
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33748633695
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note
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Using a phosphinediamine ligand in which a p-methyl substituent was introduced into the phenyl units of the ligand 1b, the reaction was faster and the selectivity was higher than with 1b. For 2-methylcinnamic acid under the conditions of 60 atm and 25°C, the enantioselectivity was 90% ee while 1b gave 81% ee.
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19
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0000313407
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%Ees in the hydrogenation of 3a by various phosphorus ligands are as follows: (a) Rh-diPAMP (1% ee): B. D. Vineyard, W. S. Knowles, M. J. Sabacky, G. L. Bachman and D. J. Weinkauff, J. Am. Chem. Soc., 1977, 99, 5946;
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(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 5946
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-
Vineyard, B.D.1
Knowles, W.S.2
Sabacky, M.J.3
Bachman, G.L.4
Weinkauff, D.J.5
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20
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-
0001832621
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(b) Rh-DIOP (62% ee): P. Aviron-Violet, Y. Colleuille and J. Varagnat, J. Mol. Catal., 1979, 5, 41;
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(1979)
J. Mol. Catal.
, vol.5
, pp. 41
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Aviron-Violet, P.1
Colleuille, Y.2
Varagnat, J.3
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21
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0002654408
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(c) Rh-DIOXOP (58% ee): D. Lafont, D. Sinou and G. Descotes, J. Organomet. Chem., 1979, 169, 87;
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(1979)
J. Organomet. Chem.
, vol.169
, pp. 87
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-
Lafont, D.1
Sinou, D.2
Descotes, G.3
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22
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33947291947
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(d) Rh-NMDPP (61% ee): J. D. Morrison, R. E. Burnett, A. M. Aguiar, C. J. Morrow and C. Phillips, J. Am. Chem. Soc., 1971, 93, 1301;
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(1971)
J. Am. Chem. Soc.
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, pp. 1301
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Morrison, J.D.1
Burnett, R.E.2
Aguiar, A.M.3
Morrow, C.J.4
Phillips, C.5
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23
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0000360958
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(e) Ru-BINAP (89%, ee): T. Uemura, X. Zhang, K. Matsumura, N. Sayo, H. Kumobayashi, T. Ohta, K. Nozaki and H. Takaya, J. Org. Chem., 1996, 61, 5510.
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J. Org. Chem.
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Uemura, T.1
Zhang, X.2
Matsumura, K.3
Sayo, N.4
Kumobayashi, H.5
Ohta, T.6
Nozaki, K.7
Takaya, H.8
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24
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0011979192
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% Ees in the hydrogenation of 3b reported are as follows: (a) Rh-6-O-(diphenylphosphino)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (62% ee): M. Yamashita, K. Hiramatsu and M. Yamada, Bull. Chem. Soc. Jpn., 1982, 55, 2917;
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(1982)
Bull. Chem. Soc. Jpn.
, vol.55
, pp. 2917
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Yamashita, M.1
Hiramatsu, K.2
Yamada, M.3
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25
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0013143759
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(b) Ru-DIOP (37% ee): U. Matteoli, G. Menchi, P. Frediani, M. Bianchi and F. Piacenti, J. Organomet. Chem., 1985, 285, 281;
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(1985)
J. Organomet. Chem.
, vol.285
, pp. 281
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Matteoli, U.1
Menchi, G.2
Frediani, P.3
Bianchi, M.4
Piacenti, F.5
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26
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0026732094
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(c) Ru-diPAMP (40% ee): J. P. Genêt, C. Pinel, S. Mallart, S. Juge, N. Cailhol and J. A. Laffitte, Tetrahedron Lett., 1992, 33, 5343;
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Tetrahedron Lett.
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, pp. 5343
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Genêt, J.P.1
Pinel, C.2
Mallart, S.3
Juge, S.4
Cailhol, N.5
Laffitte, J.A.6
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27
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0028343857
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(d) Ru-BPPM (17% ee) and Ru-Chiraphos (30% ee): J. P. Genêt, C. Pinel, V. Rotovelomanana-Vidal, S. Mallart, X. Pfister, L. Bischoff, M. C. Cafio De Andrade, S. Darses, C. Galopin and J. A. Laffitte, Tetrahedron: Asymmetry, 1994, 5, 675;
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(1994)
Tetrahedron: Asymmetry
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, pp. 675
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Genêt, J.P.1
Pinel, C.2
Rotovelomanana-Vidal, V.3
Mallart, S.4
Pfister, X.5
Bischoff, L.6
Cafio De Andrade, M.C.7
Darses, S.8
Galopin, C.9
Laffitte, J.A.10
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28
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33748626706
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ref. 12(e)
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(e) Ru-BINAP (97% ee): see ref. 12(e).
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29
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0001338514
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I. Ojima, T. Kogure and N. Yoda, J. Org. Chem., 1980, 45, 4728;
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J. Org. Chem.
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, pp. 4728
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Ojima, I.1
Kogure, T.2
Yoda, N.3
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31
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0027080182
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% Ee in the hydrogenation of 3h reported: Ru-BINAP (57% ee): M. Saburi, L. Shao, T. Sakurai and Y. Uchida, Tetrahedron Lett., 1992, 33, 7877.
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(1992)
Tetrahedron Lett.
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, pp. 7877
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Saburi, M.1
Shao, L.2
Sakurai, T.3
Uchida, Y.4
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32
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33748623276
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see ref. 12(e)
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% Ee in the hydrogenation of 3i reported: Ru-BINAP (70% ee): see ref. 12(e).
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33
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37049079382
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T. Yamagishi, S. Ikeda, M. Yatagai, M. Yamaguchi and M. Hida, J. Chem. Soc., Perkin Trans. 1, 1988, 1787;
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J. Chem. Soc., Perkin Trans. 1
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Yamagishi, T.1
Ikeda, S.2
Yatagai, M.3
Yamaguchi, M.4
Hida, M.5
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34
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0024809036
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S. Ikeda, T. Yamagishi, M. Yamaguchi and M. Hida, Bull. Chem. Soc. Jpn., 1989, 62, 3508.
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Bull. Chem. Soc. Jpn.
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Ikeda, S.1
Yamagishi, T.2
Yamaguchi, M.3
Hida, M.4
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35
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0011528917
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13C NMR spectral results, the diastereoisomeric signals of the 2-methyl group in the presence of (R)-1-phenylethylamine being integrated. For the 2-methylbutyric acid; M. T. Ashby and J. Halpern, J. Am. Chem. Soc., 1991, 113, 589;
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J. Am. Chem. Soc.
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Ashby, M.T.1
Halpern, J.2
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37
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84986987700
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for the 2-methyl-3-(l-naphthyl)propionic acid; B. Aberg, Swed. J. Agric. Res., 1976, 6, 231;
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(1976)
Swed. J. Agric. Res.
, vol.6
, pp. 231
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Aberg, B.1
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38
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33748590163
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Jap P 02,134,623 [90 134,623]/1990
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for the 2-methyl-3-(2-naphthyl)propionic acid; Y. Takeya, H. Matsuzawa and K. Iwata, Jap P 02,134,623 [90 134,623]/1990 (Chem. Abstr., 1991, 114, 91598).
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Chem. Abstr.
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Takeya, Y.1
Matsuzawa, H.2
Iwata, K.3
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