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(a) Murata, M.; Naoki, H.; Iwashita, T.; Matsunaga, S.; Sasaki, M.; Yokohama, A.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 2060-2062.
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Murata, M.1
Naoki, H.2
Iwashita, T.3
Matsunaga, S.4
Sasaki, M.5
Yokohama, A.6
Yasumoto, T.7
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(b) Murata, M.; Naoki, H.; Matsunaga, S.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1994, 116, 7098-7107.
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4
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0029763545
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(c) Sataki, M.; Matsumori, N.; Maruyama, T.; Nonomura, T.; Murata, M.; Tachibana, K.; Yasumoto, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 1672-1675.
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Sataki, M.1
Matsumori, N.2
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Nonomura, T.4
Murata, M.5
Tachibana, K.6
Yasumoto, T.7
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0029785622
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(d) Nonomura, T.; Sasaki, M.; Matsumori, N.; Murata, M., Tachibana, K.; Yasumoto, T. Angew. Chem., Int. Ed. Engl. 1996, 35, 1675-1678.
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Nonomura, T.1
Sasaki, M.2
Matsumori, N.3
Murata, M.4
Tachibana, K.5
Yasumoto, T.6
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7
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0019790981
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 6773-6775
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Lin, Y.-Y.1
Risk, M.2
Ray, S.M.3
Van Engen, D.4
Clardy, J.5
Golik, J.6
James, J.C.7
Nakanishi, K.8
-
8
-
-
33845374592
-
-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 514-515
-
-
Shimizu, Y.1
Chou, H.-N.2
Bando, H.3
VanDuyne, G.4
Clardy, J.C.5
-
9
-
-
0001418722
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 6476-6477
-
-
Krishna Prasad, A.V.1
Shimizu, Y.K.2
-
10
-
-
0025045174
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 4380-4386
-
-
Murata, M.1
Legrand, A.M.2
Ishibashi, Y.3
Fukui, M.4
Yasumoto, T.5
-
11
-
-
0026630275
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 5448-5453
-
-
Nagai, H.1
Murata, M.2
Torigoe, K.3
Satake, M.4
Yasumoto, T.5
-
12
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-
0000670453
-
-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 361-362
-
-
Satake, M.1
Murata, M.2
Yasumoto, T.3
-
13
-
-
0030070097
-
-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 479-480
-
-
Igarashi, T.1
Satake, M.2
Yasumoto, T.3
-
14
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0030433808
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1996)
Biosci. Biotech. Biochem.
, vol.60
, pp. 2103-2105
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-
Satake, M.1
Ishibashi, Y.2
Legrand, A.-M.3
Yasumoto, T.4
-
15
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0030581419
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 5955-5958
-
-
Satake, M.1
Terasawa, K.2
Kadowaki, Y.3
Yasumoto, T.4
-
16
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0032569872
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-
Representative examples of marine ladder toxins. (a) Brevetoxin-B: Lin, Y.-Y.; Risk, M.; Ray, S. M.; Van Engen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773-6775. (b) Brevetoxin-A: Shimizu, Y.; Chou, H.-N.; Bando, H.; VanDuyne, G.; Clardy J. C. J. Am. Chem. Soc. 1986, 108, 514-515. (c) Hemibrevetoxin-B: Krishna Prasad, A. V.; Shimizu, Y. K. J. Am. Chem. Soc. 1989, 111, 6476-6477. (d) Ciguatoxin: Murata, M.; Legrand, A. M.; Ishibashi, Y.; Fukui, M.; Yasumoto, T. J. Am. Chem. Soc. 1990, 112, 4380-4386. (e) Gambieric acids: Nagai, H.; Murata, M.; Torigoe, K.; Satake, M.; Yasumoto, T. J. Org. Chem. 1992, 57, 5448-5453. (f) Gambierol: Satake, M.; Murata, M.; Yasumoto, T. J. Am. Chem. Soc. 1993, 115, 361-362. (g) Prymnesin-2: Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem. Soc. 1996, 118, 479-480. (h) Scaritoxin: Satake, M.; Ishibashi, Y.; Legrand, A.-M.; Yasumoto, T. Biosci. Biotech. Biochem. 1996, 60, 2103-2105 (i) Yessotoxin: Satake, M.; Terasawa, K.; Kadowaki, Y.; Yasumoto, T. Tetrahedron Lett. 1996, 37, 5955-5958. (j) Adriatoxin: Ciminello, P.; Fattorusso, E.; Forino, M.; Magno, S.; Poletti, R.; Viviani, R. Tetrahedron Lett. 1998, 39, 8897-8900.
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, vol.39
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Ciminello, P.1
Fattorusso, E.2
Forino, M.3
Magno, S.4
Poletti, R.5
Viviani, R.6
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Kira, K.1
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Takai, S.5
Isobe, M.6
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0034613289
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Mukai, C.1
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32
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0037017725
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For the influence of a secondary carbinol to control the cyclization stereochemistry in isolated rings, see: Diaz, D. D.; Betancort, J. M.; Crisóstomo, F. R. P.; Martín, T.; Martín, V. S. Tetrahedron 2002, 58, 1913-1919.
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Diaz, D.D.1
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Crisóstomo, F.R.P.3
Martín, T.4
Martín, V.S.5
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Palazón, J.M.1
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Martín, V.S.3
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36
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0025146271
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Nicolaou, K. C.; Hwang, C.-K.; Marron, B. E.; DeFress, S. A.; Couladourus, E. A.; Abe, Y.; Carroll, P. J.; Snyder, J. P. J. Am. Chem. Soc. 1990, 112, 3040-3054.
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Nicolaou, K.C.1
Hwang, C.-K.2
Marron, B.E.3
DeFress, S.A.4
Couladourus, E.A.5
Abe, Y.6
Carroll, P.J.7
Snyder, J.P.8
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37
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0037017769
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Hori, N.; Matsukura, H.; Matsuo, G.; Nakata, T. Tetrahedron, 2002, 58, 1853-1864.
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Hori, N.1
Matsukura, H.2
Matsuo, G.3
Nakata, T.4
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38
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0344773097
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note
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The stereochemistry was clarified by NOE studies over 24c and 24b and by chemical transformation to the diastereoisomers 24d and 24e (see Supporting Information).
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-
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39
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18244380593
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Candenas, M. L.; Pinto, F. M.; Cintado C. G.; Morales E. Q.; Brouard, I.; Diaz, M. T.; Rico, M.; Rodríguez, E.; Rodríguez, R. M.; Pérez, R.; Pérez, R. L.; Martín, J. D. Tetrahedron 2002, 58, 1921-1942.
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Candenas, M.L.1
Pinto, F.M.2
Cintado, C.G.3
Morales, E.Q.4
Brouard, I.5
Diaz, M.T.6
Rico, M.7
Rodríguez, E.8
Rodríguez, R.M.9
Pérez, R.10
Pérez, R.L.11
Martín, J.D.12
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