-
1
-
-
85045800250
-
-
(a) Pettit, G. R.; Cragg, G. M.; Polonsky, J.; Herald, D. L.; Goswami, A.; Smith, C. R.; Moretti, C.; Schmidt, J. M.; Weisleder. D. Can. J. Chem. 1987, 65, 1433-1435.
-
(1987)
Can. J. Chem.
, vol.65
, pp. 1433-1435
-
-
Pettit, G.R.1
Cragg, G.M.2
Polonsky, J.3
Herald, D.L.4
Goswami, A.5
Smith, C.R.6
Moretti, C.7
Schmidt, J.M.8
Weisleder, D.9
-
2
-
-
0027411367
-
-
(b) Saez, J.; Sahpaz, S.; Villaescusa, L.; Hocquemiller, R.; Cavé, A.; Cortes, D. J. Nat. Prod. 1993, 56, 351-356.
-
(1993)
J. Nat. Prod.
, vol.56
, pp. 351-356
-
-
Saez, J.1
Sahpaz, S.2
Villaescusa, L.3
Hocquemiller, R.4
Cavé, A.5
Cortes, D.6
-
3
-
-
0242355225
-
-
(c) González, M. C.; Tormo, J. R.; Bermejo, A.; Zafra-Polo, M. C.; Estornell, E.; Cortes, D. Bioorg. Med. Chem. Lett. 1997, 7, 1113-1118.
-
(1997)
Bioorg. Med. Chem. Lett.
, vol.7
, pp. 1113-1118
-
-
González, M.C.1
Tormo, J.R.2
Bermejo, A.3
Zafra-Polo, M.C.4
Estornell, E.5
Cortes, D.6
-
4
-
-
17844386379
-
-
(d) Bermejo, A.; Figadère, B.; Zafra-Polo, M.-C.; Barrachina, I.; Estornell, E.; Cortes, D. Nat. Prod. Rep. 2005, 22, 269-303.
-
(2005)
Nat. Prod. Rep.
, vol.22
, pp. 269-303
-
-
Bermejo, A.1
Figadère, B.2
Zafra-Polo, M.-C.3
Barrachina, I.4
Estornell, E.5
Cortes, D.6
-
5
-
-
0032891112
-
-
For introduction on Annonaceous acetogenins in general, read the following reviews. (e) Alali, F. Q.; Liu, X.-X.; McLaughlin, J. L. J. Nat. Prod. 1999, 62, 504-540.
-
(1999)
J. Nat. Prod.
, vol.62
, pp. 504-540
-
-
Alali, F.Q.1
Liu, X.-X.2
McLaughlin, J.L.3
-
6
-
-
0025373035
-
-
(f) Rupprecht, J. K.; Hui, Y.-H.; McLaughlin, J. L. J. Nat. Prod. 1990, 53, 237-278.
-
(1990)
J. Nat. Prod.
, vol.53
, pp. 237-278
-
-
Rupprecht, J.K.1
Hui, Y.-H.2
McLaughlin, J.L.3
-
7
-
-
0842305874
-
-
For further studies on the bioactivity of rolliniastatin 1 and related compounds, see: Royo, I.; DePedro, N.; Estornell, E.; Cortes, D.; Peláez, F.; Tormo, J. R. Oncol. Res. 2003, 13, 521-528.
-
(2003)
Oncol. Res.
, vol.13
, pp. 521-528
-
-
Royo, I.1
Depedro, N.2
Estornell, E.3
Cortes, D.4
Peláez, F.5
Tormo, J.R.6
-
8
-
-
13244249741
-
-
For more recent examples of synthetic efforts, see: (a) Nattrass, G. L.; Díez, E.; McLachlan, M. M.; Dixon, D. J.; Ley, S. V. Angew. Chem., Int. Ed. 2005, 44, 580-584.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 580-584
-
-
Nattrass, G.L.1
Díez, E.2
McLachlan, M.M.3
Dixon, D.J.4
Ley, S.V.5
-
9
-
-
0345868588
-
-
(b) Zhang, Q.; Lu, H.; Richard, C.; Curran, D. P. J. Am. Chem. Soc. 2004, 126, 36-37.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 36-37
-
-
Zhang, Q.1
Lu, H.2
Richard, C.3
Curran, D.P.4
-
11
-
-
2442452788
-
-
(d) Han, H.; Sinha, M. K.; D'Souza, L. J.; Keinan, E.; Sinha, S. C. Chem.-Eur. J. 2004, 10, 2149-2158.
-
(2004)
Chem.-Eur. J.
, vol.10
, pp. 2149-2158
-
-
Han, H.1
Sinha, M.K.2
D'Souza, L.J.3
Keinan, E.4
Sinha, S.C.5
-
12
-
-
4043089030
-
-
(e) Prestat, G.; Baylon, C.; Heck, M.-P.; Grasa, G. A.; Nolan, S. P.; Mioskowski, C. J. Org. Chem. 2004, 69, 5770-5773.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 5770-5773
-
-
Prestat, G.1
Baylon, C.2
Heck, M.-P.3
Grasa, G.A.4
Nolan, S.P.5
Mioskowski, C.6
-
13
-
-
2442682076
-
-
(f) Cecil, A. R. L.; Hu, Y.; Vicent, M. J.; Duncan, R.; Brown, R. C. D. J. Org. Chem. 2004, 69, 3368-3374.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 3368-3374
-
-
Cecil, A.R.L.1
Hu, Y.2
Vicent, M.J.3
Duncan, R.4
Brown, R.C.D.5
-
15
-
-
1642355334
-
-
(h) Yoshimitsu, T.; Makino, T.; Nagaoka, H. J. Org. Chem. 2004, 69, 1993-1998.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 1993-1998
-
-
Yoshimitsu, T.1
Makino, T.2
Nagaoka, H.3
-
17
-
-
5644227421
-
-
(j) Makabe, H.; Hattori, Y.; Kimura, Y.; Konno, H.; Abe, M.; Miyoshi, H.; Tanaka, A.; Oritani, T. Tetrahedron 2004, 60, 10651-10657.
-
(2004)
Tetrahedron
, vol.60
, pp. 10651-10657
-
-
Makabe, H.1
Hattori, Y.2
Kimura, Y.3
Konno, H.4
Abe, M.5
Miyoshi, H.6
Tanaka, A.7
Oritani, T.8
-
18
-
-
0346392215
-
-
(k) Makabe, H.; Miyawaki, A.; Takahashi, R.; Hattori, Y.; Konno, H.; Abe, M.; Miyoshi, H. Tetrahedron Lett. 2004, 45, 973-977.
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 973-977
-
-
Makabe, H.1
Miyawaki, A.2
Takahashi, R.3
Hattori, Y.4
Konno, H.5
Abe, M.6
Miyoshi, H.7
-
21
-
-
1542287662
-
-
For selected examples of stereoselective radical cyclization reactions of β-alkoxyacrylates and β-alkoxyvinyl ketones in natural product syntheis, see: (a) Kang, E. J.; Cho, E. J.; Lee, Y. E.; Ji, M. K.; Shin, D. M.; Chung, Y. K.; Lee, E. J. Am. Chem. Soc. 2004, 126, 2680-2681.
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 2680-2681
-
-
Kang, E.J.1
Cho, E.J.2
Lee, Y.E.3
Ji, M.K.4
Shin, D.M.5
Chung, Y.K.6
Lee, E.7
-
22
-
-
10744225645
-
-
(b) Song, H. Y.; Joo, J. M.; Kang, J. W.; Kim, D.-S.; Jung, C.-K.; Kwak, H. S.; Park, J. H.; Lee, E.; Hong, C. Y.; Jeong, S.; Jeon, K.; Park, J. H. J. Org. Chem. 2003, 68, 8080-8087.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 8080-8087
-
-
Song, H.Y.1
Joo, J.M.2
Kang, J.W.3
Kim, D.-S.4
Jung, C.-K.5
Kwak, H.S.6
Park, J.H.7
Lee, E.8
Hong, C.Y.9
Jeong, S.10
Jeon, K.11
Park, J.H.12
-
23
-
-
0037065296
-
-
(c) Jeong, E. J.; Kang, E. J.; Sung, L. T.; Hong, S. K.; Lee, E. J. Am. Chem. Soc. 2002, 124, 14655-14662.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 14655-14662
-
-
Jeong, E.J.1
Kang, E.J.2
Sung, L.T.3
Hong, S.K.4
Lee, E.5
-
24
-
-
0037016473
-
-
(d) Lee, E.; Choi, S. J.; Kim, H.; Han, H. O.; Kim, Y. K.; Min, S. J.; Son, S. H.; Lim, S. M.; Jang, W. S. Angew. Chem., Int. Ed. 2002, 41, 176-178.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 176-178
-
-
Lee, E.1
Choi, S.J.2
Kim, H.3
Han, H.O.4
Kim, Y.K.5
Min, S.J.6
Son, S.H.7
Lim, S.M.8
Jang, W.S.9
-
25
-
-
0029099534
-
-
(e) Lee, E.; Park, C. M.; Yun, J. S. J. Am. Chem. Soc. 1995, 117, 8017-8018.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 8017-8018
-
-
Lee, E.1
Park, C.M.2
Yun, J.S.3
-
26
-
-
0000162105
-
-
Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim
-
For more examples on oxacycle synthesis via radical cyclization, read the following review. (f) Lee E. In Radicals in Organic Synthesis, Vol. 2: Applications; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; pp 303-333.
-
(2001)
Radicals in Organic Synthesis, Vol. 2: Applications
, vol.2
, pp. 303-333
-
-
Lee, E.1
-
27
-
-
3042833041
-
-
Keum, G.; Kang, S. B.; Kim, Y.; Lee, E. Org. Lett. 2004, 6, 1895-1897.
-
(2004)
Org. Lett.
, vol.6
, pp. 1895-1897
-
-
Keum, G.1
Kang, S.B.2
Kim, Y.3
Lee, E.4
-
28
-
-
85022955853
-
-
(a) Yamanaka, H.; Yokoyama, M.; Sakamoto, T.; Shiraishi, T.; Sagi, M.; Mizugaki, M. Heterocycles 1983, 20, 1541-1544.
-
(1983)
Heterocycles
, vol.20
, pp. 1541-1544
-
-
Yamanaka, H.1
Yokoyama, M.2
Sakamoto, T.3
Shiraishi, T.4
Sagi, M.5
Mizugaki, M.6
-
31
-
-
33845282956
-
-
Kosugi, H.; Kitaoka, M.; Tagami, K.; Takahashi, A.; Uda, H. J. Org. Chem. 1987, 52, 1078-1082.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1078-1082
-
-
Kosugi, H.1
Kitaoka, M.2
Tagami, K.3
Takahashi, A.4
Uda, H.5
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32
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33444472971
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note
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Use of ethynyl p-tolyl (R)-sulfoxide (19) in the present synthetic sequence yielded the corresponding oxolanyl product in 98% yield, but the stereoselectivity was lower (mismatched, d.r. = 16:1).
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35
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33444461139
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note
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The expected major product was the threo product via chelation model, but the erythro product 11 was the major product in this case.
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36
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33444470326
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note
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Synthesis of ent-23 was reported in ref 7.
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37
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33444469806
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note
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Use of the intermediates 27 and 28 was reported in ref 4.
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-
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38
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0034703192
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For preparation of a lower homologue of 30, see: Avedissian, H.; Sinha, S. C.; Yazbak, A.; Sinha, A.; Neogi, P.; Sinha, S. C.; Keinan, E. J. Org. Chem. 2000, 65, 6035-6051.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 6035-6051
-
-
Avedissian, H.1
Sinha, S.C.2
Yazbak, A.3
Sinha, A.4
Neogi, P.5
Sinha, S.C.6
Keinan, E.7
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39
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0031843545
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For a reported use of 37 and 38 for similar purposes, see: Schaus, S. E.; Brånalt, J.; Jacobsen, E. N. J. Org. Chem. 1998, 63, 4876-4877.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 4876-4877
-
-
Schaus, S.E.1
Brånalt, J.2
Jacobsen, E.N.3
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