-
1
-
-
0037061639
-
-
See, for instance: (a) Silvestri, R.; Artico, M.; De Martino, G.; Ragno, R.; Massa, S.; Loddo, R.; Murgioni, Ch.; Giulia, L. A.; La Colla, P.; Pani, A. J. Med. Chem. 2002, 45, 1567-1576.
-
(2002)
J. Med. Chem.
, vol.45
, pp. 1567-1576
-
-
Silvestri, R.1
Artico, M.2
De Martino, G.3
Ragno, R.4
Massa, S.5
Loddo, R.6
Murgioni, Ch.7
Giulia, L.A.8
La Colla, P.9
Pani, A.10
-
2
-
-
33644527740
-
-
Challener, C. A., Ed.; Ashgate: Burlington, VT
-
(b) Chiral Drugs; Challener, C. A., Ed.; Ashgate: Burlington, VT, 2001; p 278.
-
(2001)
Chiral Drugs
, pp. 278
-
-
-
3
-
-
0034596803
-
-
For recent work on preparation of enantiopure, heterosubstituted diarylmethanes by enantioselective phenyl transfer to aldehydes, see: (a) Bolm, C.; Hermanns, N.; Hildebrand, J. P.; Muniz, K. Angew. Chem., Int. Ed. 2000, 39, 3465-3467.
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 3465-3467
-
-
Bolm, C.1
Hermanns, N.2
Hildebrand, J.P.3
Muniz, K.4
-
5
-
-
1842503817
-
-
(c) Fontes, M.; Verdaguer, X.; Solà, L.; Pericàs, M. A.; Riera, A. J. Org. Chem. 2004, 69, 2532-2543.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 2532-2543
-
-
Fontes, M.1
Verdaguer, X.2
Solà, L.3
Pericàs, M.A.4
Riera, A.5
-
6
-
-
13244253840
-
-
(d) Ji, J.-X.; Wu, J.; Au-Yeung, T. T.-L.; Yip, C.-W.; Haynes, R. K.; Chan, A. S. C. J. Org. Chem. 2005, 70, 1093-1095.
-
(2005)
J. Org. Chem.
, vol.70
, pp. 1093-1095
-
-
Ji, J.-X.1
Wu, J.2
Au-Yeung, T.T.-L.3
Yip, C.-W.4
Haynes, R.K.5
Chan, A.S.C.6
-
7
-
-
16244383506
-
-
(e) Tomita, D.; Wada, R.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2005, 127, 4138-4139.
-
(2005)
Am. Chem. Soc.
, vol.127
, pp. 4138-4139
-
-
Tomita, D.1
Wada, R.2
Kanai, M.3
Shibasaki, M.J.4
-
8
-
-
0001286347
-
-
For a successful approach based on Ru-catalyzed hydrogenation, see: (f) Ohkuma, T.; Koizumi, M.; Ikehira, H.; Yokozawa, T.; Noyori, R. Org. Lett. 2000, 2, 659-662.
-
(2000)
Org. Lett.
, vol.2
, pp. 659-662
-
-
Ohkuma, T.1
Koizumi, M.2
Ikehira, H.3
Yokozawa, T.4
Noyori, R.5
-
9
-
-
0032540964
-
-
For de-racemization approaches, see: (g) Prat, L.; Mojovic, L.; Levacher, V.; Dupas, G.; Quéguiner, G.; Bourguignon, J. Tetrahedron: Asymmetry 1998, 9, 2509-2516.
-
(1998)
Tetrahedron: Asymmetry
, vol.9
, pp. 2509-2516
-
-
Prat, L.1
Mojovic, L.2
Levacher, V.3
Dupas, G.4
Quéguiner, G.5
Bourguignon, J.6
-
10
-
-
0035796956
-
-
(h) Prat, L.; Dupas, G.; Duflos, J.; Quéguiner, G.; Bourguignon, J.; Levacher, V. Tetrahedron Lett. 2001, 42, 4515-4518.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 4515-4518
-
-
Prat, L.1
Dupas, G.2
Duflos, J.3
Quéguiner, G.4
Bourguignon, J.5
Levacher, V.6
-
12
-
-
11444266045
-
-
For recent reviews on the chemistry of epoxides. see: (a) Pastor, I. M.; Yus, M. Curr. Org. Chem. 2005, 9, 1-29.
-
(2005)
Curr. Org. Chem.
, vol.9
, pp. 1-29
-
-
Pastor, I.M.1
Yus, M.2
-
14
-
-
0000914701
-
-
(a) Solà, L.; Reddy, K. S.; Vidal-Ferran, A.; Moyano, A.; Pericàs, M. A.; Riera, A.; Alvarez-Larena, A.; Piniella, J.-F. J. Org. Chem. 1998, 63, 7078-7082.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 7078-7082
-
-
Solà, L.1
Reddy, K.S.2
Vidal-Ferran, A.3
Moyano, A.4
Pericàs, M.A.5
Riera, A.6
Alvarez-Larena, A.7
Piniella, J.-F.8
-
15
-
-
0033612195
-
-
(b) Reddy, K. S.; Solà, L.; Moyano, A.; Pericàs, M. A.; Riera, A. J. Org. Chem. 1999, 64, 3969-3974.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 3969-3974
-
-
Reddy, K.S.1
Solà, L.2
Moyano, A.3
Pericàs, M.A.4
Riera, A.5
-
16
-
-
3142636801
-
-
(c) García-Delgado, N.; Fontes, M.; Pericàs, M. A.; Riera, A.; Verdaguer, X. Tetrahedron: Asymmetry 2004, 15, 2085-2090.
-
(2004)
Tetrahedron: Asymmetry
, vol.15
, pp. 2085-2090
-
-
García-Delgado, N.1
Fontes, M.2
Pericàs, M.A.3
Riera, A.4
Verdaguer, X.5
-
17
-
-
1042276935
-
-
For stereoselective, intermolecular Friedel-Crafts type alkylations involving epoxides, see: (a) Bandini, M.; Melloni, A.; Umani-Ronchi, A. Angew. Chem., Int. Ed. 2004, 43, 550-556.
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 550-556
-
-
Bandini, M.1
Melloni, A.2
Umani-Ronchi, A.3
-
18
-
-
19944413632
-
-
(b) Bandini, M.; Melloni, A.; Tommasi, S.; Umani-Ronchi, A. Synlett 2005, 1199-1222.
-
(2005)
Synlett
, pp. 1199-1222
-
-
Bandini, M.1
Melloni, A.2
Tommasi, S.3
Umani-Ronchi, A.4
-
19
-
-
0030739748
-
-
(a) Vidal-Ferran, A.; Moyano, A.; Pericàs, M. A.; Riera, A. J. Org. Chem. 1997, 62, 4970-4982.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 4970-4982
-
-
Vidal-Ferran, A.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
-
20
-
-
0030783295
-
-
(b) Vidal-Ferran, A.; Moyano, A.; Pericàs, M. A.; Riera, A. Tetrahedron Lett. 1997, 38, 8773-8776.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 8773-8776
-
-
Vidal-Ferran, A.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
-
21
-
-
0033593418
-
-
(c) Jimeno, C.; Vidal-Ferran, A.; Moyano, A.; Pericàs, M. A.; Riera, A. Tetrahedron Lett. 1999, 40, 777-780.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 777-780
-
-
Jimeno, C.1
Vidal-Ferran, A.2
Moyano, A.3
Pericàs, M.A.4
Riera, A.5
-
22
-
-
0032723725
-
-
(d) Puigjaner, C., Vidal-Ferran, A.; Moyano, A.; Pericàs, M. A.; Riera, A. J. Org. Chem. 1999, 64, 7902-7911.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 7902-7911
-
-
Puigjaner, C.1
Vidal-Ferran, A.2
Moyano, A.3
Pericàs, M.A.4
Riera, A.5
-
23
-
-
0034936122
-
-
(e) Jimeno, C.; Moyano, A.; Pericàs, M. A.; Riera, A. Synlett 2001, 1155-1157.
-
(2001)
Synlett
, pp. 1155-1157
-
-
Jimeno, C.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
-
24
-
-
0037062910
-
-
(f) Fontes, M.; Verdaguer, X.; Solà, L.; Vidal-Ferran, A.; Reddy, K. S.; Riera, A.; Pericàs, M. A. Org. Lett. 2002, 4, 2381-2383.
-
(2002)
Org. Lett.
, vol.4
, pp. 2381-2383
-
-
Fontes, M.1
Verdaguer, X.2
Solà, L.3
Vidal-Ferran, A.4
Reddy, K.S.5
Riera, A.6
Pericàs, M.A.7
-
26
-
-
27944475799
-
-
(h) Pericàs, M. A.; Puigjaner, C.; Riera, A.; Vidal-Ferran, A.; Gómez, M.; Jiménez, F.; Muller, G.; Rocamora, M. Chem. Eur. J. 2002, 8, 2164-2178.
-
(2002)
Chem. Eur. J.
, vol.8
, pp. 2164-2178
-
-
Pericàs, M.A.1
Puigjaner, C.2
Riera, A.3
Vidal-Ferran, A.4
Gómez, M.5
Jiménez, F.6
Muller, G.7
Rocamora, M.8
-
27
-
-
0037453620
-
-
(i) Jimeno, C.; Pastó, M.; Riera, A.; Pericàs, M. A. J. Org. Chem. 2003, 68, 3130-3138.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 3130-3138
-
-
Jimeno, C.1
Pastó, M.2
Riera, A.3
Pericàs, M.A.4
-
28
-
-
3242760544
-
-
Islas-González, G.; Puigjaner, C.; Vidal-Ferran, A.; Moyano, A.; Riera, A.; Pericàs, M. A. Tetrahedron Lett. 2004, 45, 6337-6341.
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 6337-6341
-
-
Islas-González, G.1
Puigjaner, C.2
Vidal-Ferran, A.3
Moyano, A.4
Riera, A.5
Pericàs, M.A.6
-
30
-
-
8544276578
-
-
(b) Kita, Y.; Kitagaki, S.; Yoshida, Y.; Mihara, S.; Fang, D.-F.; Kondo, M.; Okamoto, S.; Imai, R.; Akai, S.; Fujioka, H. J. Org. Chem. 1997, 62, 4991-4997.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 4991-4997
-
-
Kita, Y.1
Kitagaki, S.2
Yoshida, Y.3
Mihara, S.4
Fang, D.-F.5
Kondo, M.6
Okamoto, S.7
Imai, R.8
Akai, S.9
Fujioka, H.10
-
31
-
-
0034719737
-
-
(c) Kita, Y.; Furukawa, A.; Futamura, J.; Higuchi, K.; Ueda, K.; Fujioka, H. Tetrahedron Lett. 2000, 41, 2133-2136.
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 2133-2136
-
-
Kita, Y.1
Furukawa, A.2
Futamura, J.3
Higuchi, K.4
Ueda, K.5
Fujioka, H.6
-
32
-
-
0035961113
-
-
(d) Kita, Y.; Furukawa, A.; Futamura, J.; Higuchi, K.; Ueda, K.; Fujioka, H. Tetrahedron. 2001, 57, 815-825.
-
(2001)
Tetrahedron
, vol.57
, pp. 815-825
-
-
Kita, Y.1
Furukawa, A.2
Futamura, J.3
Higuchi, K.4
Ueda, K.5
Fujioka, H.6
-
33
-
-
0035966223
-
-
(e) Kita, Y.; Furukawa, A.; Futamura, J.; Higuchi, K.; Ueda, K.; Fujioka, H. J. Org. Chem. 2001, 66, 8779-8786.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 8779-8786
-
-
Kita, Y.1
Furukawa, A.2
Futamura, J.3
Higuchi, K.4
Ueda, K.5
Fujioka, H.6
-
34
-
-
0038373088
-
-
(f) Kita, Y.; Futamura, J.; Ohba, Y.; Sawama, Y.; Ganesh, K. J.; Fujioka, H. J. Org. Chem. 2003, 68, 5917-5924.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 5917-5924
-
-
Kita, Y.1
Futamura, J.2
Ohba, Y.3
Sawama, Y.4
Ganesh, K.J.5
Fujioka, H.6
-
35
-
-
0343126816
-
-
For examples of 1,3-dioxolanes with nonequivalent, yet noncoupled C-2 protons, see: (a) Gras, J. L.; Poncet, A. Bull. Soc. Chim. Fr. 1991, 128, 566.
-
(1991)
Bull. Soc. Chim. Fr.
, vol.128
, pp. 566
-
-
Gras, J.L.1
Poncet, A.2
-
37
-
-
0000249724
-
-
(c) Hojo, M.; Aihara, H.; Suginohara, Y.; Sakata, K.; Nakamura, S.; Murakami, Ch.; Hosomi, A. J. Org. Chem. 1997, 62, 8610.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 8610
-
-
Hojo, M.1
Aihara, H.2
Suginohara, Y.3
Sakata, K.4
Nakamura, S.5
Murakami, Ch.6
Hosomi, A.7
-
38
-
-
33644545227
-
-
note
-
2 at room temperature for 3 h. The reaction mixture was filtered through a short pad of Celite, the solvent was evaporated in vacuo, and the resulting oil (0.011 g) was used for the next reaction without purification.
-
-
-
-
39
-
-
33644505972
-
-
note
-
3) δ 2.45 (s, 6H), 3.54 (dd, J = 6.8, 8.4 Hz, 1H), 3.84 (dd, J = 6.4, 8.4 Hz, 1H), 4.04 (d, J = 9.2 Hz, 1H), 4.70 (m, 1H), 4.96 (s, 1H), 5.06 (s, 1H), 6.96 (d, J = 8.4 Hz, 4H), 7.20-7.32 (m, 8H), 7.78 (d, J = 8.4 Hz, 5H)]. A recrystallization from dichloromethane afforded crystals suitable for X-ray diffraction.
-
-
-
-
40
-
-
0001656596
-
-
(a) Taylor, K. S.; Hockerman, H. G.; Karrick, L. G.; Lyle, B. S.; Schramm, B. S. J. Org. Chem. 1983, 48, 2449-2452.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 2449-2452
-
-
Taylor, K.S.1
Hockerman, H.G.2
Karrick, L.G.3
Lyle, B.S.4
Schramm, B.S.5
-
42
-
-
0023877469
-
-
(c) Broka, A. C.; Chan, S.; Peterson, B. J. Org. Chem. 1988, 53, 1584-1586.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 1584-1586
-
-
Broka, A.C.1
Chan, S.2
Peterson, B.3
-
43
-
-
0001490847
-
-
(d) Taylor, K. S.; May, A. S.; Stansby, S. E. J. Org. Chem. 1996, 61, 2075-2080.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2075-2080
-
-
Taylor, K.S.1
May, A.S.2
Stansby, S.E.3
-
44
-
-
0001514892
-
-
(e) For an intermolecular process leading to a racemic diarylmethane, see: Taylor, K. S.; Clark, L. D.; Heinz, L. K.; Schramm, B. S.; Westermann, D. C.; Barnell, K. K. J. Org. Chem. 1983, 48, 592-596.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 592-596
-
-
Taylor, K.S.1
Clark, L.D.2
Heinz, L.K.3
Schramm, B.S.4
Westermann, D.C.5
Barnell, K.K.6
-
45
-
-
3543079935
-
-
For a recent account on the rearrangement of silyl ethers of glycidols to β-alkoxyaldehydes catalyzed by a Cr(III) porphyrin complex, see: Suda, K.; Kikkawa, T.; Nakajima, S.; Takanami, T. J. Am. Chem. Soc. 2004, 126, 9554-9555.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 9554-9555
-
-
Suda, K.1
Kikkawa, T.2
Nakajima, S.3
Takanami, T.4
-
46
-
-
18844410382
-
-
(a) Gao, Y.; Hanson, R. M.; Klunder, J. M.; Ko, S. Y.; Masamune, H.; Sharpless, K. B. J. Am. Chem. Soc. 1987, 109, 5765-5780.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 5765-5780
-
-
Gao, Y.1
Hanson, R.M.2
Klunder, J.M.3
Ko, S.Y.4
Masamune, H.5
Sharpless, K.B.6
-
48
-
-
0037178507
-
-
Bandini, M.; Cozzi, P. G.; Melchiorre, P.; Umani-Ronchi, A. J. Org. Chem. 2002, 67, 5386-5389.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5386-5389
-
-
Bandini, M.1
Cozzi, P.G.2
Melchiorre, P.3
Umani-Ronchi, A.4
-
50
-
-
33644538405
-
-
note
-
A Friedel-Crafts type mechanism was discarded for this process on the basis of the inefficiency of Lewis acids to catalyze it.
-
-
-
-
52
-
-
0037128514
-
-
(b) Nogumo, S.; Miyoshe, I.; Akita, H.; Kawahara, N. Tetrahedron Lett. 2002, 43, 2223-2226.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 2223-2226
-
-
Nogumo, S.1
Miyoshe, I.2
Akita, H.3
Kawahara, N.4
-
53
-
-
0034602374
-
-
For a review, see: Marson, C. A. Tetrahedron 2000, 56, 8779-8794.
-
(2000)
Tetrahedron
, vol.56
, pp. 8779-8794
-
-
Marson, C.A.1
-
55
-
-
0032558477
-
-
(b) Wolin, R.; Connolly, M.; Kelly, J.; Weinstein, J.; Rosenblum, S.; Afonso, A.; James, L.; Kirschmeier P.; Bishop, R. W. Bioorg. Med. Chem. Lett. 1998, 8, 2521-2526.
-
(1998)
Bioorg. Med. Chem. Lett.
, vol.8
, pp. 2521-2526
-
-
Wolin, R.1
Connolly, M.2
Kelly, J.3
Weinstein, J.4
Rosenblum, S.5
Afonso, A.6
James, L.7
Kirschmeier, P.8
Bishop, R.W.9
-
56
-
-
0026734309
-
-
(c) Ohshima, E.; Otaki, S.; Sato, H.; Kumazawa, T.; Obase, H.; Ishii, A.; Ishii, H.; Ohmori, K.; Hirayama, N. J. Med. Chem. 1992, 35, 2074-2084.
-
(1992)
J. Med. Chem.
, vol.35
, pp. 2074-2084
-
-
Ohshima, E.1
Otaki, S.2
Sato, H.3
Kumazawa, T.4
Obase, H.5
Ishii, A.6
Ishii, H.7
Ohmori, K.8
Hirayama, N.9
-
58
-
-
0037152303
-
-
(b) Chattopadhyay, K. S.; Maity, S.; Panja, S. Tetrahedron Lett. 2002, 43, 7781-7783.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 7781-7783
-
-
Chattopadhyay, K.S.1
Maity, S.2
Panja, S.3
|