-
1
-
-
0003544583
-
-
Ojima, I., Ed.; VCH: New York, Chapter 4.1
-
For recent reviews on highly enantioselective epoxidation of allylic alcohols, see: (a) Johnson, R. A.; Sharpless, K. B. In Catalytic Asymmetric Synthesis: Ojima, I., Ed.; VCH: New York, 1993; Chapter 4.1.
-
(1993)
Catalytic Asymmetric Synthesis
-
-
Johnson, R.A.1
Sharpless, K.B.2
-
3
-
-
0041796029
-
-
Ojima, I. Ed.; VCH: New York, Chapter 4.2
-
For recent reviews on metal-catalyzed highly enantioselective epoxidation of unfunctionalized olefins, see: (a) Jacobsen, E. N. In Catalytic Asymmetric Synthesis; Ojima, I. Ed.; VCH: New York, 1993; Chapter 4.2.
-
(1993)
Catalytic Asymmetric Synthesis
-
-
Jacobsen, E.N.1
-
4
-
-
0027424108
-
-
(b) Collman, J. P.; Zhang, X.; Lee, V. J.; Uffelman, E. S.; Brauman, J. I. Science 1993, 261, 1404.
-
(1993)
Science
, vol.261
, pp. 1404
-
-
Collman, J.P.1
Zhang, X.2
Lee, V.J.3
Uffelman, E.S.4
Brauman, J.I.5
-
7
-
-
0034698317
-
-
For a recent review on asymmetric epoxidation of electron-deficient olefins, see: Porter, M. J.; Skidmore, J. Chem. Commun. 2000, 1215.
-
(2000)
Chem. Commun.
, pp. 1215
-
-
Porter, M.J.1
Skidmore, J.2
-
8
-
-
33845550903
-
-
For examples of asymmetric epoxidation of terminal olefins catalyzed by porphyrin complexes, see: (a) Groves, J. T.; Myers, R. S. J. Am. Chem. Soc. 1983, 105, 5791.
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 5791
-
-
Groves, J.T.1
Myers, R.S.2
-
9
-
-
0009725891
-
-
(b) Mansuy, D.; Battioni, P.; Renaud, J.-P.; Guerin, P. J. Chem. Soc., Chem. Commun. 1985, 155.
-
(1985)
J. Chem. Soc., Chem. Commun.
, pp. 155
-
-
Mansuy, D.1
Battioni, P.2
Renaud, J.-P.3
Guerin, P.4
-
13
-
-
84956418279
-
-
(f) Naruta, Y.; Tani, F.; Ishihara, N.; Maruyama, K. J. Am. Chem. Soc. 1991, 113, 6865.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 6865
-
-
Naruta, Y.1
Tani, F.2
Ishihara, N.3
Maruyama, K.4
-
14
-
-
0000029201
-
-
(g) Konishi, K.; Oda, K-i.; Nishida, K.; Aida, T.; Inoue, S. J. Am. Chem. Soc. 1992, 114, 1313.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 1313
-
-
Konishi, K.1
Oda, K.-I.2
Nishida, K.3
Aida, T.4
Inoue, S.5
-
15
-
-
10244271956
-
-
(h) Collman, J. P.; Lee, V. J.; Zhang, X.; Ibers, J. A.; Brauman, J. I. J. Am. Chem. Soc. 1993, 115, 3834.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 3834
-
-
Collman, J.P.1
Lee, V.J.2
Zhang, X.3
Ibers, J.A.4
Brauman, J.I.5
-
16
-
-
0344723957
-
-
(i) Collman, J. P.; Lee, V. J.; Kellen-Yuen, C. J.; Zhang, X.; Ibers, J. A.; Brauman, J. I. J. Am. Chem. Soc. 1995, 117, 692.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 692
-
-
Collman, J.P.1
Lee, V.J.2
Kellen-Yuen, C.J.3
Zhang, X.4
Ibers, J.A.5
Brauman, J.I.6
-
19
-
-
0345420370
-
-
(l) Lai, T.-S.; Zhang, R.; Cheung, K.-K.; Kwong, H.-L.; Che, C.-M. Chem. Commun. 1998, 1583.
-
(1998)
Chem. Commun.
, pp. 1583
-
-
Lai, T.-S.1
Zhang, R.2
Cheung, K.-K.3
Kwong, H.-L.4
Che, C.-M.5
-
20
-
-
0033585578
-
-
(m) Collman, J. P.; Wang, Z.; Straumanis, A.; Quelquejeu, M.; Rose, E. J. Am. Chem. Soc. 1999, 121, 460.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 460
-
-
Collman, J.P.1
Wang, Z.2
Straumanis, A.3
Quelquejeu, M.4
Rose, E.5
-
21
-
-
0033531451
-
-
(n) Zhang, R.; Yu, W.-Y.; Lai, T.-S.; Che, C.-M. Chem. Commun. 1999, 409.
-
(1999)
Chem. Commun.
, pp. 409
-
-
Zhang, R.1
Yu, W.-Y.2
Lai, T.-S.3
Che, C.-M.4
-
23
-
-
0034058440
-
-
(p) Reginato, G.; Bari, L. D.; Salvadori, P.; Guilard, R. Eur. J. Org. Chem. 2000, 1165.
-
(2000)
Eur. J. Org. Chem.
, pp. 1165
-
-
Reginato, G.1
Bari, L.D.2
Salvadori, P.3
Guilard, R.4
-
24
-
-
0343341049
-
-
For examples of asymmetric epoxidation of terminal olefins catalyzed by salen complexes, see: (a) Zhang, W.; Loebach, J. L.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1990, 112, 2801.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 2801
-
-
Zhang, W.1
Loebach, J.L.2
Wilson, S.R.3
Jacobsen, E.N.4
-
25
-
-
0026520295
-
-
(b) O'Connor, K. J.; Wey, S.-J.; Burrows, C. J. Tetrahedron Lett. 1992, 33, 1001.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 1001
-
-
O'Connor, K.J.1
Wey, S.-J.2
Burrows, C.J.3
-
26
-
-
0001580728
-
-
(c) Palucki, M.; Pospisil, P. J.; Zhang, W.; Jacobsen, E. N. J. Am. Chem. Soc. 1994, 116, 9333.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 9333
-
-
Palucki, M.1
Pospisil, P.J.2
Zhang, W.3
Jacobsen, E.N.4
-
27
-
-
85047668659
-
-
(d) Palucki, M.; McCormick, G. J.; Jacobsen, E. N. Tetrahedron Lett. 1995, 36, 5457.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 5457
-
-
Palucki, M.1
McCormick, G.J.2
Jacobsen, E.N.3
-
28
-
-
0030874375
-
-
(e) Hashihayata, T.; Ito, Y.; Katsuki, T. Tetrahedron 1997, 53, 9541.
-
(1997)
Tetrahedron
, vol.53
, pp. 9541
-
-
Hashihayata, T.1
Ito, Y.2
Katsuki, T.3
-
29
-
-
0032770239
-
-
(f) Takeda, T.; Irie, R.; Shinoda, Y.; Katsuki, T. Synlett 1999, 1157.
-
(1999)
Synlett
, pp. 1157
-
-
Takeda, T.1
Irie, R.2
Shinoda, Y.3
Katsuki, T.4
-
31
-
-
0000450582
-
-
For examples of asymmetric epoxidation of terminal olefins using chiral oxaziridines and oxaziridinium salts, see: (a) Davis, F. A.; Harakal, M. E.; Awad, S. B. J. Am. Chem. Soc. 1983, 105, 3123.
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 3123
-
-
Davis, F.A.1
Harakal, M.E.2
Awad, S.B.3
-
34
-
-
0032927033
-
-
(d) Bohe, L.; Lusinchi, M.; Lusinchi, X. Tetrahedron 1999, 55, 141.
-
(1999)
Tetrahedron
, vol.55
, pp. 141
-
-
Bohe, L.1
Lusinchi, M.2
Lusinchi, X.3
-
35
-
-
0024514504
-
-
For examples of enzymatic asymmetric epoxidation of terminal olefins, see: (a) Takahashi, O.; Umezawa, J.; Furuhashi, K.; Takagi, M. Tetrahedron Lett. 1989, 30, 1583.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 1583
-
-
Takahashi, O.1
Umezawa, J.2
Furuhashi, K.3
Takagi, M.4
-
36
-
-
9344259269
-
-
(b) Allain, E. J.; Hager, L. P.; Deng, L.; Jacobsen, E. N. J. Am. Chem. Soc. 1993, 115, 4415.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 4415
-
-
Allain, E.J.1
Hager, L.P.2
Deng, L.3
Jacobsen, E.N.4
-
38
-
-
0031047897
-
-
(d) Lakner, F. J.; Cain, K. P.; Hager, L. P. J. Am. Chem. Soc. 1997, 119, 443.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 443
-
-
Lakner, F.J.1
Cain, K.P.2
Hager, L.P.3
-
39
-
-
6044269298
-
-
For general leading references on dioxiranes, see: (a) Murray, R. W. Chem. Rev. 1989, 89, 1187.
-
(1989)
Chem. Rev.
, vol.89
, pp. 1187
-
-
Murray, R.W.1
-
40
-
-
0001742543
-
-
(b) Adam, W.; Curci, R.; Edwards, J. O. Acc. Chem. Res. 1989, 22, 205.
-
(1989)
Acc. Chem. Res.
, vol.22
, pp. 205
-
-
Adam, W.1
Curci, R.2
Edwards, J.O.3
-
41
-
-
84948351019
-
-
(c) Curci, R.; Dinoi, A.; Rubino, M. F. Pure Appl. Chem. 1995, 67, 811.
-
(1995)
Pure Appl. Chem.
, vol.67
, pp. 811
-
-
Curci, R.1
Dinoi, A.2
Rubino, M.F.3
-
46
-
-
37049107720
-
-
For leading references on asymmetric epoxidation mediated in situ by chiral ketones, see: (a) Curci, R.; Fiorentino, M.; Serio, M. R. J. Chem. Soc., Chem. Commun. 1984, 155.
-
(1984)
J. Chem. Soc., Chem. Commun.
, pp. 155
-
-
Curci, R.1
Fiorentino, M.2
Serio, M.R.3
-
47
-
-
0029118915
-
-
(b) Curci, R.; D'Accolti, L.; Fiorentino, M.; Rosa, A. Tetrahedron Lett. 1995, 36, 5831.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 5831
-
-
Curci, R.1
D'Accolti, L.2
Fiorentino, M.3
Rosa, A.4
-
48
-
-
0000225906
-
-
(c) Denmark, S. E.; Forbes, D. C.; Hays, D. S.; DePue, J. S.; Wilde, R. G. J. Org. Chem. 1995, 60, 1391.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 1391
-
-
Denmark, S.E.1
Forbes, D.C.2
Hays, D.S.3
DePue, J.S.4
Wilde, R.G.5
-
49
-
-
0028937666
-
-
(d) Brown, D. S.; Marples, B. A.; Smith, P.; Walton, L Tetrahedron 1995, 51, 3587.
-
(1995)
Tetrahedron
, vol.51
, pp. 3587
-
-
Brown, D.S.1
Marples, B.A.2
Smith, P.3
Walton, L.4
-
50
-
-
3643086474
-
-
(e) Yang, D.; Yip, Y. C.; Tang, M. W.; Wong, M. K.; Zheng, J. H.; Cheung, K. K. J. Am. Chem. Soc. 1996, 118, 491.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 491
-
-
Yang, D.1
Yip, Y.C.2
Tang, M.W.3
Wong, M.K.4
Zheng, J.H.5
Cheung, K.K.6
-
51
-
-
0029923940
-
-
(f) Yang, D.; Wang, X.-C.; Wong, M.-K.; Yip, Y.-C.; Tang, M.-W. J. Am. Chem. Soc. 1996, 118, 11311.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 11311
-
-
Yang, D.1
Wang, X.-C.2
Wong, M.-K.3
Yip, Y.-C.4
Tang, M.-W.5
-
52
-
-
0030865630
-
-
(g) Song, C. E.; Kim, Y. H.; Lee, K. C.; Lee, S. G.; Jin, B. W. Tetrahedron: Asymmetry 1997, 8, 2921.
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 2921
-
-
Song, C.E.1
Kim, Y.H.2
Lee, K.C.3
Lee, S.G.4
Jin, B.W.5
-
54
-
-
0001074226
-
-
(i) Denmark, S. E.; Wu, Z.; Crudden, C. M.; Matsuhashi, H. J. Org. Chem. 1997, 62, 8288.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 8288
-
-
Denmark, S.E.1
Wu, Z.2
Crudden, C.M.3
Matsuhashi, H.4
-
56
-
-
0032512596
-
-
(k) Adam, W.; Fell, R. T.; Saha-Moller, C. R.; Zhao, C.-G. Tetrahedron: Asymmetry 1998, 9, 397.
-
(1998)
Tetrahedron: Asymmetry
, vol.9
, pp. 397
-
-
Adam, W.1
Fell, R.T.2
Saha-Moller, C.R.3
Zhao, C.-G.4
-
58
-
-
0031749334
-
-
(m) Yang, D.; Wong, M.-K.; Yip, Y-C.; Wang, X.-C.; Tang, M.-W.; Zheng, J.-H.; Cheung, K.-K. J. Am. Chem. Soc. 1998, 120, 5943.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 5943
-
-
Yang, D.1
Wong, M.-K.2
Yip, Y.-C.3
Wang, X.-C.4
Tang, M.-W.5
Zheng, J.-H.6
Cheung, K.-K.7
-
59
-
-
0032486801
-
-
(n) Yang, D.; Yip, Y.-C.; Chen, J.; Cheung, K.-K. J. Am. Chem. Soc. 1998, 120, 7659.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 7659
-
-
Yang, D.1
Yip, Y.-C.2
Chen, J.3
Cheung, K.-K.4
-
60
-
-
0344564109
-
-
(o) Adam, W.; Saha-Moller, C. R.; Zhao, C.-G. Tetrahedron: Asymmetry 1999, 10, 2749.
-
(1999)
Tetrahedron: Asymmetry
, vol.10
, pp. 2749
-
-
Adam, W.1
Saha-Moller, C.R.2
Zhao, C.-G.3
-
61
-
-
0033588127
-
-
(p) Wang, Z.-X.; Miller, S. M.; Anderson, O. P.; Shi, Y. J. Org. Chem. 1999, 64, 6443.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 6443
-
-
Wang, Z.-X.1
Miller, S.M.2
Anderson, O.P.3
Shi, Y.4
-
62
-
-
0033527596
-
-
(q) Carnell, A. J.; Johnstone, R. A. W.; Parsy, C. C.; Sanderson, W. R. Tetrahedron Lett. 1999, 40, 8029.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 8029
-
-
Carnell, A.J.1
Johnstone, R.A.W.2
Parsy, C.C.3
Sanderson, W.R.4
-
64
-
-
0034595677
-
-
(s) Armstrong, A.; Hayter, B. R.; Moss, W. O.; Reeves, J. R.; Wailes, J. S. Tetrahedron: Asymmetry 2000, 11, 2057.
-
(2000)
Tetrahedron: Asymmetry
, vol.11
, pp. 2057
-
-
Armstrong, A.1
Hayter, B.R.2
Moss, W.O.3
Reeves, J.R.4
Wailes, J.S.5
-
66
-
-
0029860777
-
-
For examples of asymmetric epoxidation mediated in situ by fructose-derived ketones, see: (a) Tu, Y.; Wang, Z.-X.; Shi, Y. J. Am. Chem. Soc. 1996, 118, 9806.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 9806
-
-
Tu, Y.1
Wang, Z.-X.2
Shi, Y.3
-
67
-
-
0001554971
-
-
(b) Wang, Z.-X.; Tu, Y.; Frohn, M.; Shi, Y. J. Org. Chem. 1997, 62, 2328.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 2328
-
-
Wang, Z.-X.1
Tu, Y.2
Frohn, M.3
Shi, Y.4
-
68
-
-
0030665236
-
-
(c) Wang, Z.-X.; Tu, Y.; Frohn, M.; Zhang, J.-R.; Shi, Y. J. Am. Chem. Soc. 1997, 119, 11224.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 11224
-
-
Wang, Z.-X.1
Tu, Y.2
Frohn, M.3
Zhang, J.-R.4
Shi, Y.5
-
69
-
-
0000443501
-
-
(d) Frohn, M.; Dalkiewicz, M.; Tu, Y.; Wang, Z.-X.; Shi, Y. J. Org. Chem. 1998, 63, 2948.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 2948
-
-
Frohn, M.1
Dalkiewicz, M.2
Tu, Y.3
Wang, Z.-X.4
Shi, Y.5
-
71
-
-
0032543493
-
-
(f) Cao, G.-A.; Wang, Z.-X.; Tu, Y.; Shi, Y. Tetrahedron Lett. 1998, 39, 4425.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 4425
-
-
Cao, G.-A.1
Wang, Z.-X.2
Tu, Y.3
Shi, Y.4
-
72
-
-
0032558662
-
-
(g) Zhu, Y.; Tu, Y.; Yu, H.; Shi, Y. Tetrahedron Lett. 1998, 39, 7819.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 7819
-
-
Zhu, Y.1
Tu, Y.2
Yu, H.3
Shi, Y.4
-
73
-
-
0032514833
-
-
(h) Tu, Y.; Wang, Z.-X.; Frohn, M.; He, M.; Yu, H.; Tang, Y.; Shi, Y. J. Org. Chem. 1998, 63, 8475.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 8475
-
-
Tu, Y.1
Wang, Z.-X.2
Frohn, M.3
He, M.4
Yu, H.5
Tang, Y.6
Shi, Y.7
-
74
-
-
0033214816
-
-
(i) Wang, Z.-X.; Cao, G.-A.; Shi, Y. J. Org. Chem. 1999, 64, 7646.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 7646
-
-
Wang, Z.-X.1
Cao, G.-A.2
Shi, Y.3
-
76
-
-
0033603865
-
-
(k) Frohn, M.; Zhou, X.; Zhang, J.-R.; Tang, Y.; Shi, Y. J. Am. Chem. Soc. 1999, 121, 7718.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 7718
-
-
Frohn, M.1
Zhou, X.2
Zhang, J.-R.3
Tang, Y.4
Shi, Y.5
-
78
-
-
0034703736
-
-
Tian, H.; She, X.; Shu, L.; Yu, H.; Shi, Y. J. Am. Chem. Soc. 2000, 122, 11551.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 11551
-
-
Tian, H.1
She, X.2
Shu, L.3
Yu, H.4
Shi, Y.5
-
79
-
-
0041295562
-
-
note
-
3N in pentane; pentane - ether (1:0 to 10:1) was used as eluent] to give styrene oxide as a colorless liquid (0.055 g, 92% yield, 81% ee).
-
-
-
-
81
-
-
0032803679
-
-
Doussot, J.; Guy, A.; Siaugue, J.-M.; Ferroud, C.; Guieres, A. F. Chirality 1999, 11, 541.
-
(1999)
Chirality
, vol.11
, pp. 541
-
-
Doussot, J.1
Guy, A.2
Siaugue, J.-M.3
Ferroud, C.4
Guieres, A.F.5
-
83
-
-
0000451772
-
-
Moussou, P.; Archelas, A.; Baratti, J.; Furstoss, R. J. Org. Chem. 1998, 63, 3532.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 3532
-
-
Moussou, P.1
Archelas, A.2
Baratti, J.3
Furstoss, R.4
-
86
-
-
0001391535
-
-
(b) Nelson, A.; Warren, S. J. Chem. Soc., Perkin Trans, 1 1999, 1963.
-
(1999)
J. Chem. Soc., Perkin Trans, 1
, pp. 1963
-
-
Nelson, A.1
Warren, S.2
|