-
7
-
-
0000048258
-
-
Eds.: B. M. Trost, I. Fleming, Pergamon, Oxford
-
c) W. Oppolzer, in Comprehensive Organic Synthesis, Vol. 5 (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, pp. 315-399;
-
(1991)
Comprehensive Organic Synthesis
, vol.5
, pp. 315-399
-
-
Oppolzer, W.1
-
11
-
-
0001284159
-
-
and references cited therein
-
K. Maruoka, H. Imoto, H. Yamamoto, J. Am. Chem. Soc. 1994, 116, 12115-12116, and references cited therein.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 12115-12116
-
-
Maruoka, K.1
Imoto, H.2
Yamamoto, H.3
-
12
-
-
0000584420
-
-
Ed.: J. D. Morrison, Academic Press, New York
-
a) C. H. Heathcock, in Asymmetric Synthesis, Vol. 3 (Ed.: J. D. Morrison), Academic Press, New York, 1984, p. 111-212;
-
(1984)
Asymmetric Synthesis
, vol.3
, pp. 111-212
-
-
Heathcock, C.H.1
-
15
-
-
0000851696
-
-
Eds.: B. M. Trost, I. Fleming, Pergamon, Oxford
-
d) C. H. Heathcock, in Comprehensive Organic Synthesis, Vol. 2 (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, p. 133-179;
-
(1991)
Comprehensive Organic Synthesis
, vol.2
, pp. 133-179
-
-
Heathcock, C.H.1
-
20
-
-
0000922736
-
-
Eds.: G. Helmchen, R. W. Hoffmann, J. Mutzer, E. Schaumann, Thieme, Stuttgart
-
i) M. Braun, in Stereoselective Synthesis, Vol. 3 (Eds.: G. Helmchen, R. W. Hoffmann, J. Mutzer, E. Schaumann), Thieme, Stuttgart, 1996, p. 1603.
-
(1996)
Stereoselective Synthesis
, vol.3
, pp. 1603
-
-
Braun, M.1
-
21
-
-
0028151214
-
-
This means that reports on asymmetric synthesis of both syn- and anti-aldol adducts from the same starting materials are rare. The preparation of syn- and anti-aldol adducts from boron enolates of α′-alkoxy ketones by choosing protective groups for the alkoxy groups has been reported: a) I. Paterson, D. J. Wallace, M. Velázquez, Tetrahedron Lett. 1994, 35, 9083-9086; see also b) D. A. Evans, M. G. Yang, M. J. Dart, J. L. Duffy, A. S. Kim, J. Am. Chem. Soc. 1995, 117, 9598-9599.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 9083-9086
-
-
Paterson, I.1
Wallace, D.J.2
Velázquez, M.3
-
22
-
-
0001051059
-
-
This means that reports on asymmetric synthesis of both syn- and anti-aldol adducts from the same starting materials are rare. The preparation of syn- and anti-aldol adducts from boron enolates of α′-alkoxy ketones by choosing protective groups for the alkoxy groups has been reported: a) I. Paterson, D. J. Wallace, M. Velázquez, Tetrahedron Lett. 1994, 35, 9083-9086; see also b) D. A. Evans, M. G. Yang, M. J. Dart, J. L. Duffy, A. S. Kim, J. Am. Chem. Soc. 1995, 117, 9598-9599.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 9598-9599
-
-
Evans, D.A.1
Yang, M.G.2
Dart, M.J.3
Duffy, J.L.4
Kim, A.S.5
-
24
-
-
0000530344
-
-
Eds.: B. M. Trost, I. Fleming, Pergamon, Oxford
-
b) M. Yamaguchi, in Comprehensive Organic Synthesis, Vol. 1 (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, p. 325-353;
-
(1991)
Comprehensive Organic Synthesis
, vol.1
, pp. 325-353
-
-
Yamaguchi, M.1
-
25
-
-
0010442270
-
-
c) H. Yamamoto, K. Maruoka, K. Ishihara, Synth. Org. Chem. Jpn. (Special Issue in English) 1994, 52, 912-922;
-
(1994)
Synth. Org. Chem. Jpn. (Special Issue in English)
, vol.52
, pp. 912-922
-
-
Yamamoto, H.1
Maruoka, K.2
Ishihara, K.3
-
27
-
-
0000376088
-
-
e) E. M. Carreira, R. A. Singer, W. Lee, ibid. 1994, 116, 8837-8838;
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 8837-8838
-
-
Carreira, E.M.1
Singer, R.A.2
Lee, W.3
-
30
-
-
0026706450
-
-
h) S. Kiyooka, Y. Kaneko, K. Kume, Tetrahedron Lett. 1992, 33, 4927-4930;
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 4927-4930
-
-
Kiyooka, S.1
Kaneko, Y.2
Kume, K.3
-
31
-
-
0026525179
-
-
i) E. R. Parmee, Y. Hong, O. Tempkin, S. Masamune, ibid. 1992, 33, 1729-1732.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 1729-1732
-
-
Parmee, E.R.1
Hong, Y.2
Tempkin, O.3
Masamune, S.4
-
32
-
-
0028898190
-
-
Based on this idea, both diastereomers were prepared in high optical purities. For preliminary communications, see a) S. Kobayashi, T. Hayashi, J. Org. Chem. 1995, 60, 1098-1099; b) S. Kobayashi, M. Horibe, M. Matsumura, Synlett 1995, 675-676; c) S. Kobayashi, M. Horibe, Chem. Lett. 1995, 1029-1030.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 1098-1099
-
-
Kobayashi, S.1
Hayashi, T.2
-
33
-
-
0028898190
-
-
Based on this idea, both diastereomers were prepared in high optical purities. For preliminary communications, see a) S. Kobayashi, T. Hayashi, J. Org. Chem. 1995, 60, 1098-1099; b) S. Kobayashi, M. Horibe, M. Matsumura, Synlett 1995, 675-676; c) S. Kobayashi, M. Horibe, Chem. Lett. 1995, 1029-1030.
-
(1995)
Synlett
, vol.675-676
-
-
Kobayashi, S.1
Horibe, M.2
Matsumura, M.3
-
34
-
-
0028898190
-
-
Based on this idea, both diastereomers were prepared in high optical purities. For preliminary communications, see a) S. Kobayashi, T. Hayashi, J. Org. Chem. 1995, 60, 1098-1099; b) S. Kobayashi, M. Horibe, M. Matsumura, Synlett 1995, 675-676; c) S. Kobayashi, M. Horibe, Chem. Lett. 1995, 1029-1030.
-
(1995)
Chem. Lett.
, pp. 1029-1030
-
-
Kobayashi, S.1
Horibe, M.2
-
35
-
-
0347591023
-
-
a) S. C. Stinson, Chem. Eng. News 1995, Oct. 9, 44-74; 1993, Sept. 27, 38-65;
-
(1995)
Chem. Eng. News
, vol.OCT. 9
, pp. 44-74
-
-
Stinson, S.C.1
-
36
-
-
0347591023
-
-
a) S. C. Stinson, Chem. Eng. News 1995, Oct. 9, 44-74; 1993, Sept. 27, 38-65;
-
(1993)
Chem. Eng. News
, vol.SEPT. 27
, pp. 38-65
-
-
-
38
-
-
0001045470
-
-
c) quite recently, we developed a new method for preparation of both enantiomers from a single chiral source and a choice of achiral ligands in the chiral lanthanide(III)-catalyzed Diels-Alder reactions. S. Kobayashi, H. Ishitani, J. Am. Chem. Soc. 1994, 116, 4083-4084; S. Kobayashi, H. Ishitani, I. Hachiya, M. Araki, Tetrahedron 1994, 50, 11623-11636.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 4083-4084
-
-
Kobayashi, S.1
Ishitani, H.2
-
39
-
-
0027963432
-
-
c) quite recently, we developed a new method for preparation of both enantiomers from a single chiral source and a choice of achiral ligands in the chiral lanthanide(III)-catalyzed Diels-Alder reactions. S. Kobayashi, H. Ishitani, J. Am. Chem. Soc. 1994, 116, 4083-4084; S. Kobayashi, H. Ishitani, I. Hachiya, M. Araki, Tetrahedron 1994, 50, 11623-11636.
-
(1994)
Tetrahedron
, vol.50
, pp. 11623-11636
-
-
Kobayashi, S.1
Ishitani, H.2
Hachiya, I.3
Araki, M.4
-
41
-
-
0000858703
-
-
a) S. Kobayashi, H. Uchiro, Y. Fujishita, I. Shiina, T. Mukaiyama, J. Am. Chem. Soc. 1991, 113, 4247-4252;
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 4247-4252
-
-
Kobayashi, S.1
Uchiro, H.2
Fujishita, Y.3
Shiina, I.4
Mukaiyama, T.5
-
42
-
-
0027500336
-
-
b) S. Kobayashi, H. Uchiro, I. Shiina, T. Mukaiyama, Tetrahedron 1993, 49, 1761-1772;
-
(1993)
Tetrahedron
, vol.49
, pp. 1761-1772
-
-
Kobayashi, S.1
Uchiro, H.2
Shiina, I.3
Mukaiyama, T.4
-
44
-
-
33748238772
-
-
For chiral Lewis acid promoted aldol reactions of silyl enolates with aldehydes, see T. Bach, Angew. Chem. Int. Ed. Engl. 1994, 33, 417-419.
-
(1994)
Angew. Chem. Int. Ed. Engl.
, vol.33
, pp. 417-419
-
-
Bach, T.1
-
45
-
-
0001808207
-
-
a) T. Mukaiyama, H. Uchiro, I. Shiina, S. Kobayashi, Chem. Lett. 1990, 1019-1022;
-
(1990)
Chem. Lett.
, pp. 1019-1022
-
-
Mukaiyama, T.1
Uchiro, H.2
Shiina, I.3
Kobayashi, S.4
-
50
-
-
0028111717
-
-
b) S. Kobayashi, M. Horibe, Y. Saito, Tetrahedron 1994, 50, 9629-9642.
-
(1994)
Tetrahedron
, vol.50
, pp. 9629-9642
-
-
Kobayashi, S.1
Horibe, M.2
Saito, Y.3
-
51
-
-
0039204420
-
-
Fujitsu, Tokyo
-
Calculated with MOPAC93 using the PM3 hamiltonian. J. J. P. Stewart, MOPAC93.00 Manual; Fujitsu, Tokyo, 1993.
-
(1993)
MOPAC93.00 Manual
-
-
Stewart, J.J.P.1
-
52
-
-
0028966866
-
-
The reaction of (E)-1-ethylthio-1-(trimethylsiloxy)-2-(tert-butyldimethylsiloxy)ethene with benzaldehyde was sluggish under the same reaction conditions. Cf. ref. [2]. See also S. Kobayashi, M. Horibe, I. Hachiya, Tetrahedron Lett. 1995, 36, 3173-3176.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 3173-3176
-
-
Kobayashi, S.1
Horibe, M.2
Hachiya, I.3
-
53
-
-
0000472173
-
-
In some cycloaddition or cross-coupling reactions, it was reported that the stereochemical course changed using chiral sources with same configurations and slightly different structures, but the selectivities were moderate: a) K. Ishihara, Q. Gao, H. Yamamoto, J. Am. Chem. Soc. 1993, 115, 10412-10413; b) T. Hayashi, M. Konishi, M. Fukushima, T. Mise, M. Kagotani, M. Tajika, M. Kumada, ibid. 1982, 104, 180-186; cf. c) H. Suzuki, K. Mochizuki, T. Hattori, N. Takahashi, O. Tajima, T. Takiguchi, Bull. Chem. Soc. Jpn. 1988, 61, 1999-2005.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 10412-10413
-
-
Ishihara, K.1
Gao, Q.2
Yamamoto, H.3
-
54
-
-
0001717911
-
-
In some cycloaddition or cross-coupling reactions, it was reported that the stereochemical course changed using chiral sources with same configurations and slightly different structures, but the selectivities were moderate: a) K. Ishihara, Q. Gao, H. Yamamoto, J. Am. Chem. Soc. 1993, 115, 10412-10413; b) T. Hayashi, M. Konishi, M. Fukushima, T. Mise, M. Kagotani, M. Tajika, M. Kumada, ibid. 1982, 104, 180-186; cf. c) H. Suzuki, K. Mochizuki, T. Hattori, N. Takahashi, O. Tajima, T. Takiguchi, Bull. Chem. Soc. Jpn. 1988, 61, 1999-2005.
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 180-186
-
-
Hayashi, T.1
Konishi, M.2
Fukushima, M.3
Mise, T.4
Kagotani, M.5
Tajika, M.6
Kumada, M.7
-
55
-
-
0023729131
-
-
In some cycloaddition or cross-coupling reactions, it was reported that the stereochemical course changed using chiral sources with same configurations and slightly different structures, but the selectivities were moderate: a) K. Ishihara, Q. Gao, H. Yamamoto, J. Am. Chem. Soc. 1993, 115, 10412-10413; b) T. Hayashi, M. Konishi, M. Fukushima, T. Mise, M. Kagotani, M. Tajika, M. Kumada, ibid. 1982, 104, 180-186; cf. c) H. Suzuki, K. Mochizuki, T. Hattori, N. Takahashi, O. Tajima, T. Takiguchi, Bull. Chem. Soc. Jpn. 1988, 61, 1999-2005.
-
(1988)
Bull. Chem. Soc. Jpn.
, vol.61
, pp. 1999-2005
-
-
Suzuki, H.1
Mochizuki, K.2
Hattori, T.3
Takahashi, N.4
Tajima, O.5
Takiguchi, T.6
-
56
-
-
33751158062
-
-
R. Ostwald, P.-Y. Chavant, H. Stadtmüller, P. Knochel, J. Org. Chem. 1994, 59, 4143-4153.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 4143-4153
-
-
Ostwald, R.1
Chavant, P.-Y.2
Stadtmüller, H.3
Knochel, P.4
-
57
-
-
4444276636
-
-
For preparation of optically active 1,2-diols using the osmium-catalyzed asymmetric dihydroxylation, see a) H. C. Kolb, M. S. Van Nieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483-2547; b) R. A. Johnson, K. B. Sharpless, Catalytic Asymmetric Dihydroxylation, in Catalytic Asymmetric Synthesis (Ed.: I. Ojima), VCH, Weinheim, 1993, pp. 227-272, and references cited therein.
-
(1994)
Chem. Rev.
, vol.94
, pp. 2483-2547
-
-
Kolb, H.C.1
Van Nieuwenhze, M.S.2
Sharpless, K.B.3
-
58
-
-
4444276636
-
Catalytic Asymmetric Dihydroxylation
-
Ed.: I. Ojima, VCH, Weinheim, and references cited therein
-
For preparation of optically active 1,2-diols using the osmium-catalyzed asymmetric dihydroxylation, see a) H. C. Kolb, M. S. Van Nieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483-2547; b) R. A. Johnson, K. B. Sharpless, Catalytic Asymmetric Dihydroxylation, in Catalytic Asymmetric Synthesis (Ed.: I. Ojima), VCH, Weinheim, 1993, pp. 227-272, and references cited therein.
-
(1993)
Catalytic Asymmetric Synthesis
, pp. 227-272
-
-
Johnson, R.A.1
Sharpless, K.B.2
-
59
-
-
0000393845
-
-
S. Kobayashi, T. Harada, J. S. Han, Chem. Express 1991, 6, 563-566.
-
(1991)
Chem. Express
, vol.6
, pp. 563-566
-
-
Kobayashi, S.1
Harada, T.2
Han, J.S.3
-
60
-
-
33845279196
-
-
a) N. Oguni, Y. Matsuda, T. Kaneko, J. Am. Chem. Soc. 1988, 110, 7877-7878;
-
(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 7877-7878
-
-
Oguni, N.1
Matsuda, Y.2
Kaneko, T.3
-
61
-
-
0040514974
-
-
b) M. Kitamura, S. Okada, S. Suga, R. Noyori, ibid. 1989, 111, 4028-4036;
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 4028-4036
-
-
Kitamura, M.1
Okada, S.2
Suga, S.3
Noyori, R.4
-
62
-
-
33845374428
-
-
c) C. Puchot, O. Samuel, E. Dunach, S. Zhao, C. Agami, H. Kagan, ibid. 1986, 108, 2353-2357.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 2353-2357
-
-
Puchot, C.1
Samuel, O.2
Dunach, E.3
Zhao, S.4
Agami, C.5
Kagan, H.6
-
66
-
-
37049124083
-
-
Cf. a) K. G. Shields, R. C. Seccombe, C. H. L. Kennard, J. Chem. Soc. Dalton Trans. 1973, 741-743; b) F. P. van Remoortere, J. J. Flynn, F. P. Boer, P. P. North, Inorg. Chem. 1971, 10, 1511-1518.
-
(1973)
J. Chem. Soc. Dalton Trans.
, pp. 741-743
-
-
Shields, K.G.1
Seccombe, R.C.2
Kennard, C.H.L.3
-
67
-
-
0002012419
-
-
Cf. a) K. G. Shields, R. C. Seccombe, C. H. L. Kennard, J. Chem. Soc. Dalton Trans. 1973, 741-743; b) F. P. van Remoortere, J. J. Flynn, F. P. Boer, P. P. North, Inorg. Chem. 1971, 10, 1511-1518.
-
(1971)
Inorg. Chem.
, vol.10
, pp. 1511-1518
-
-
Van Remoortere, F.P.1
Flynn, J.J.2
Boer, F.P.3
North, P.P.4
-
69
-
-
0001911287
-
-
b) R. W. Stevens, T. Mukaiyama, Chem. Lett. 1983, 1799-1802. There are four possible conformational isomers of bicyclo[3.3.0]octane-like structure (see below). I and IV are the more stable because there are steric repulsions between hydrogen atoms in II and III. (Equation Presented)
-
(1983)
Chem. Lett.
, pp. 1799-1802
-
-
Stevens, R.W.1
Mukaiyama, T.2
-
70
-
-
0342517587
-
-
note
-
5CN at -78°C.) (Equation Presented)
-
-
-
-
72
-
-
33847086576
-
-
S. Murata, M. Suzuki, R. Noyori, J. Am. Chem. Soc. 1980, 102, 3248-3249.
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 3248-3249
-
-
Murata, S.1
Suzuki, M.2
Noyori, R.3
-
74
-
-
0000743991
-
-
R. J. Batchelor, J. N. R. Ruddick, J. R. Sams, F. Aubke, Inorg. Chem. 1977, 16, 1414-1417.
-
(1977)
Inorg. Chem.
, vol.16
, pp. 1414-1417
-
-
Batchelor, R.J.1
Ruddick, J.N.R.2
Sams, J.R.3
Aubke, F.4
-
75
-
-
0000739599
-
-
T. Mukaiyama, N. Iwasawa, R. W. Stevens, T. Haga, Tetrahedron 1984, 40, 1381-1390.
-
(1984)
Tetrahedron
, vol.40
, pp. 1381-1390
-
-
Mukaiyama, T.1
Iwasawa, N.2
Stevens, R.W.3
Haga, T.4
-
76
-
-
0000749893
-
-
T. Mukaiyama, S. Kobayashi, T. Sano, Tetrahedron 1990, 46, 4653-4662.
-
(1990)
Tetrahedron
, vol.46
, pp. 4653-4662
-
-
Mukaiyama, T.1
Kobayashi, S.2
Sano, T.3
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