-
1
-
-
0030969012
-
-
Kobayashi, M.; Higuchi, K.; Murakami, N.; Tajima, H.; Aoki, S. Tetrahedron Lett. 1997, 38, 2859.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 2859
-
-
Kobayashi, M.1
Higuchi, K.2
Murakami, N.3
Tajima, H.4
Aoki, S.5
-
2
-
-
0030742098
-
-
Murakami, N.; Wang, W.; Aoki, M.; Tsutsui, Y.; Higuchi, K.; Aoki, S.; Kobayashi, M. Tetrahedron Lett. 1997, 38, 5533.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 5533
-
-
Murakami, N.1
Wang, W.2
Aoki, M.3
Tsutsui, Y.4
Higuchi, K.5
Aoki, S.6
Kobayashi, M.7
-
3
-
-
0020571348
-
-
(a) Hamamoto, T.; Seto, H.; Beppu, T. J. Antibiot. 1983, 36, 646.
-
(1983)
Antibiot.
, vol.36
, pp. 646
-
-
Hamamoto, T.1
Seto, H.2
Beppu, T.J.3
-
4
-
-
0032487793
-
-
(b) Absolute stereochemistry and synthesis of leptomycin B: Kobayashi, M.; Wang, W.; Tsutsui, Y.; Sugimoto, M.; Murakami, N. Tetrahedron Lett. 1998, 39, 8291.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 8291
-
-
Kobayashi, M.1
Wang, W.2
Tsutsui, Y.3
Sugimoto, M.4
Murakami, N.5
-
5
-
-
0032537206
-
-
For total syntheses of callystatin A, see: (a) Murakami, N.; Wang, W.; Aoki, M.; Tsutsui, Y.; Sugimoto, M.; Kobayashi, M. Tetrahedron Lett. 1998, 39, 2349.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 2349
-
-
Murakami, N.1
Wang, W.2
Aoki, M.3
Tsutsui, Y.4
Sugimoto, M.5
Kobayashi, M.6
-
8
-
-
0035807580
-
-
(d) Kalesse, M.; Quitschalle, M.; Khandavalli, C. P.; Saeed, A. Org. Lett. 2001, 3, 3107.
-
(2001)
Org. Lett.
, vol.3
, pp. 3107
-
-
Kalesse, M.1
Quitschalle, M.2
Khandavalli, C.P.3
Saeed, A.4
-
9
-
-
0037149705
-
-
(e) Vicario, J. L.; Job, A.; Wolberg, M.; Müller, M.; Enders, D. Org. Lett. 2002, 4, 1023.
-
(2002)
Org. Lett.
, vol.4
, pp. 1023
-
-
Vicario, J.L.1
Job, A.2
Wolberg, M.3
Müller, M.4
Enders, D.5
-
12
-
-
0037416694
-
-
(h) Kalesse, M.; Chary, K. P.; Quitschalle, M.; Burzlaff, A.; Kasper, C.; Scheper, T. Chem. Eur. J. 2003, 9, 1129.
-
(2003)
Chem. Eur. J.
, vol.9
, pp. 1129
-
-
Kalesse, M.1
Chary, K.P.2
Quitschalle, M.3
Burzlaff, A.4
Kasper, C.5
Scheper, T.6
-
14
-
-
0035185527
-
-
(a) Murakami, N.; Sugimoto, M.; Kobayashi, M. Bioorg. Med. Chem. 2001, 9, 57.
-
(2001)
Bioorg. Med. Chem.
, vol.9
, pp. 57
-
-
Murakami, N.1
Sugimoto, M.2
Kobayashi, M.3
-
15
-
-
0033798479
-
-
(b) Murakami, N.; Sugimoto, M.; Nakajima, T.; Kawanishi, M.; Tsutsui, Y.; Kobayashi, M. Bioorg. Med. Chem. 2000, 8, 2651.
-
(2000)
Bioorg. Med. Chem.
, vol.8
, pp. 2651
-
-
Murakami, N.1
Sugimoto, M.2
Nakajima, T.3
Kawanishi, M.4
Tsutsui, Y.5
Kobayashi, M.6
-
16
-
-
0036284115
-
-
For a very interesting review on the chemistry and biology of the leptomycin family, see: Kaiesse, M.; Christmann, M. Synthesis 2002, 981.
-
(2002)
Synthesis
, pp. 981
-
-
Kaiesse, M.1
Christmann, M.2
-
20
-
-
0033546380
-
-
For a previous synthesis of the C13-C22 fragment of callystatin A, see: (a) Marshall, J. A.; Fitzgerald, R. N. J. Org. Chem. 1999, 64, 4477.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 4477
-
-
Marshall, J.A.1
Fitzgerald, R.N.2
-
23
-
-
20344384153
-
-
note
-
Numbering of 1 as well as of each intermediate follows that suggested in ref 1.
-
-
-
-
24
-
-
0000635826
-
-
(a) Marshall, J. A.; Lu, Z. H.; Johns, B. A. J. Org. Chem. 1998, 63, 817.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 817
-
-
Marshall, J.A.1
Lu, Z.H.2
Johns, B.A.3
-
28
-
-
0018429424
-
-
(a) Mori, K.; Takigawa, T.; Matsuo, T. Tetrahedron 1979, 35, 933.
-
(1979)
Tetrahedron
, vol.35
, pp. 933
-
-
Mori, K.1
Takigawa, T.2
Matsuo, T.3
-
29
-
-
0026559843
-
-
(b) Saito, S.; Ishikawa, T.; Kuroda, A.; Koga, K.; Moriwake, T. Tetrahedron 1992, 48, 4067.
-
(1992)
Tetrahedron
, vol.48
, pp. 4067
-
-
Saito, S.1
Ishikawa, T.2
Kuroda, A.3
Koga, K.4
Moriwake, T.5
-
33
-
-
0034725908
-
-
(d) Ando, K.; Oishi, T.; Hirama, M.; Ohno, H.; Ibuka, T. J. Org. Chem. 2000, 65, 4745.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 4745
-
-
Ando, K.1
Oishi, T.2
Hirama, M.3
Ohno, H.4
Ibuka, T.5
-
36
-
-
0034800738
-
-
(b) Boger, D. L.; Ichikawa, S.; Zhong, W. J. Am. Chem. Soc. 2001, 123, 4161.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 4161
-
-
Boger, D.L.1
Ichikawa, S.2
Zhong, W.3
-
37
-
-
0030977738
-
-
(c) Boger, D. L.; Hikota, M.; Lewis, B. M. J. Org. Chem. 1997, 62, 1748.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 1748
-
-
Boger, D.L.1
Hikota, M.2
Lewis, B.M.3
-
38
-
-
0001045091
-
-
(d) Tsubuki, M.; Kanai, K.; Honda, T. Heterocycles 1993, 35, 281.
-
(1993)
Heterocycles
, vol.35
, pp. 281
-
-
Tsubuki, M.1
Kanai, K.2
Honda, T.3
-
39
-
-
0037000811
-
-
For a recent review with several examples of α-pyrones prepared using ring-closing metathesis (RCM), see: Ramachandran, P. V. Aldrichim. Acta 2002, 35, 23.
-
(2002)
Aldrichim. Acta
, vol.35
, pp. 23
-
-
Ramachandran, P.V.1
-
40
-
-
0025128154
-
-
Aldehyde 18 was prepared in three steps and 77% overall yield from (R)-methyl-3-hydroxy-propanoate following protection with TBDPSC1 and imidazole, reduction of the ester to the primary alcohol with excess DIBAL-H, followed by Swern oxidation. See Supporting Information for details. (a) Roush, W. R.; Palkowitz, A. D.; Ando, K. J. Am. Chem. Soc. 1990, 112, 0348.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 0348
-
-
Roush, W.R.1
Palkowitz, A.D.2
Ando, K.3
-
41
-
-
0025113889
-
-
(b) Burke, S. D.; Cobb, J. E.; Takeuchi, K. J. Org. Chem, 1990, 55, 2138.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 2138
-
-
Burke, S.D.1
Cobb, J.E.2
Takeuchi, K.3
-
42
-
-
0035909645
-
-
For an interesting paper dealing with the construction of the C8-C9 (Z)-trisubstituted olefm of callystatin A and analogues, see: Arefolov, A.; Languie, N. F.; Panek, J. S. Org. Lett. 2001, 3, 3281.
-
(2001)
Org. Lett.
, vol.3
, pp. 3281
-
-
Arefolov, A.1
Languie, N.F.2
Panek, J.S.3
-
43
-
-
0025113889
-
-
(a) Burke, S. D.; Cobb, J. E.; Takeuchi, K. J. Org. Chem. 1990, 55, 2138.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 2138
-
-
Burke, S.D.1
Cobb, J.E.2
Takeuchi, K.3
-
45
-
-
0029619410
-
-
(a) Smith, A. B., III; Qiu, Y. P.; Jones, D. R.; Kobayashi, J. J. Am. Chem. Soc. 1995, 117, 12011.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 12011
-
-
Smith III, A.B.1
Qiu, Y.P.2
Jones, D.R.3
Kobayashi, J.4
-
46
-
-
0000086042
-
-
(b) Tamura, R.; Saegusa, K.; Kakihana, M.; Oda, D. J. Org. Chem. 1988, 53, 2723.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 2723
-
-
Tamura, R.1
Saegusa, K.2
Kakihana, M.3
Oda, D.4
-
48
-
-
0012016624
-
-
(b) Evans, D, A.; Bartroli, J.; Shih, T. L. J. Am. Chem. Soc. 1981, 103, 2127.
-
(1981)
J. Am. Chem. Soc.
, vol.103
, pp. 2127
-
-
Evans, D.A.1
Bartroli, J.2
Shih, T.L.3
-
50
-
-
0028846123
-
-
White, J. D.; Bolton, G. L.; Dantanarayana, A. P.; Fox, C. M. J.; Hiner, R. N.; Jackson, R. W.; Sakuma, K; Warrier, U. S. J. Am. Chem. Soc. 1995, 117, 1908. This aldehyde was found to undergo trimerization and was used promptly.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 1908
-
-
White, J.D.1
Bolton, G.L.2
Dantanarayana, A.P.3
Fox, C.M.J.4
Hiner, R.N.5
Jackson, R.W.6
Sakuma, K.7
Warrier, U.S.8
-
51
-
-
84953502363
-
-
Levin, J. I.; Turos, E.; Weinreb, S. M. Synth. Commun. 1982, 12, 989.
-
(1982)
Synth. Commun.
, vol.12
, pp. 989
-
-
Levin, J.I.1
Turos, E.2
Weinreb, S.M.3
-
53
-
-
0002888913
-
-
(a) Isobe, M.; Kitamura, M.; Mio, S.; Goto, T. Tetrahedron Lett. 1982, 23, 221.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 221
-
-
Isobe, M.1
Kitamura, M.2
Mio, S.3
Goto, T.4
-
54
-
-
0021199086
-
-
(b) Kitamura, M.; Isobe, M.; Ichikawa, Y.; Goto, Y. J. Org. Chem. 1984, 49, 3517.
-
(1984)
J. Org. Chem.
, vol.49
, pp. 3517
-
-
Kitamura, M.1
Isobe, M.2
Ichikawa, Y.3
Goto, Y.4
-
55
-
-
0032543481
-
-
(c) Maruyama, K.; Ueda, M.; Sasaki, S.; Iwata, Y.; Miyazawa, M.; Miyashita, M. Tetrahedron Lett. 1998, 39, 4517.
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 4517
-
-
Maruyama, K.1
Ueda, M.2
Sasaki, S.3
Iwata, Y.4
Miyazawa, M.5
Miyashita, M.6
-
56
-
-
0038518320
-
-
(a) Dias, L. C.; de Oliveira, L. G.; de Sousa, M. A. Org. Lett. 2003, 5, 265.
-
(2003)
Org. Lett.
, vol.5
, pp. 265
-
-
Dias, L.C.1
De Oliveira, L.G.2
De Sousa, M.A.3
-
61
-
-
16044370146
-
-
(c) Kigoshi, H.; Suenaga, K.; Mutou, T.; Ishigaki, T.; Atsumi, T.; Ishiwata, H.; Sakakura, A.; Ogawa, T.; Ojika, M.; Yamada, K. J. Org. Chem. 1996, 61, 5326.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5326
-
-
Kigoshi, H.1
Suenaga, K.2
Mutou, T.3
Ishigaki, T.4
Atsumi, T.5
Ishiwata, H.6
Sakakura, A.7
Ogawa, T.8
Ojika, M.9
Yamada, K.10
-
62
-
-
20344374886
-
-
note
-
Relative stereochemistry for 32 was further confirmed after transformation to vinyl iodide 39, previously described by Marshall and Bourbeau in their elegant synthesis of (-)-callystatin A. See ref 4f.
-
-
-
-
64
-
-
0025608552
-
-
(b) Evans, D. A.; Rieger, D. L.; Gage, J. R. Tetrahedron Lett. 1990, 31, 7099.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 7099
-
-
Evans, D.A.1
Rieger, D.L.2
Gage, J.R.3
-
65
-
-
0001951357
-
-
(c) Rychnovsky, S. D.; Rogers, B. N.; Richardson, T. I. Acc. Chem. Res. 1998, 31, 9.
-
(1998)
Acc. Chem. Res.
, vol.31
, pp. 9
-
-
Rychnovsky, S.D.1
Rogers, B.N.2
Richardson, T.I.3
-
67
-
-
33845373603
-
-
Takai, K.; Nitta, K.; Utimoto, K. J. Am. Chem. Soc. 1986, 108, 7408.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 7408
-
-
Takai, K.1
Nitta, K.2
Utimoto, K.3
-
71
-
-
20344390903
-
-
note
-
13C NMR, IR, HRMS, and analytical data. Yields refer to chromatographically and spectroscopically homogeneous materials.
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