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4
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0342829555
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50 is defined as the concentration at which cell growth is inhibited by 50%. See ref. [1a] and [1b]. Phorboxazoles A and B display comparable biological activities, see ref. [1a]
-
50 is defined as the concentration at which cell growth is inhibited by 50%. See ref. [1a] and [1b]. Phorboxazoles A and B display comparable biological activities, see ref. [1a].
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g) P. Wolbers, A. M. Misske, H. M. R. Hoffmann, Tetrahedron Lett. 1999, 40, 4527-4530;
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l) D. R. Williams, M. P. Clark, M. A. Berliner, Tetrahedron Lett. 1999, 40, 2287-2290;
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Williams, D.R.1
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n) S. D. Rychnovsky, Y. Hu, B. Ellsworth, Tetrahedron Lett. 1998, 39, 7271-7274;
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Rychnovsky, S.D.1
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p) G. Pattenden, A. T. Plowright, J. A. Tornos, T. Ye, Tetrahedron Lett. 1998, 39, 6099-6102;
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25
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0032503570
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u) total synthesis of phorboxazole A: C. J. Forsyth, F. Ahmed, R. D. Cink, C. S. Lee, J. Am. Chem. Soc. 1998, 120, 5597-5598.
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26
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0001448377
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D. A. Evans, D. M. Fitch, Angew. Chem. 2000, 112, 2636-2640; Angew. Chem. Int. Ed. 2000, 39, 2536-2540.
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Evans, D.A.1
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27
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D. A. Evans, D. M. Fitch, Angew. Chem. 2000, 112, 2636-2640; Angew. Chem. Int. Ed. 2000, 39, 2536-2540.
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28
-
-
0343700041
-
-
note
-
Abbreviations: dr=diastereomer ratio; TES=triethylsilyl; TPS= triphenylsilyl; TIPS=triisopropylsilyl; Ms=methanesulfonyl; Bn= benzyl; TMS=trimethylsilyl; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene; DMF=N,N-dimethylformamide; DMAP=N,N-dimethylaminopyridine; LDA=lithium diisopropylamide; TMP=2,2,6,6-tetramethylpiperidide; NBS=N-bromosuccinimide; Tr=trityl=triphenylmethyl; Ts=para-toluenesulfonyl; DIAD=diisopropylazodicarboxylate; THF=tetrahydrofuran; HMDS=hexamethyldisilazide; pyr=pyridine; TEA=triethylamine; DMSO=dimethyl sulfoxide; Tf=triflate=trifluoromethanesulfonyl.
-
-
-
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29
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0033518561
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D. A. Evans, M. C. Kozlowski, J. A. Murry, C. S. Burgey, K. R. Campos, B. T. Connell, R. J. Staples, J. Am. Chem. Soc. 1999, 121, 669-685.
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Evans, D.A.1
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Murry, J.A.3
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Campos, K.R.5
Connell, B.T.6
Staples, R.J.7
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30
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33845471613
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D. A. Evans, M. D. Ennis, T. Le, N. Mandel, G. Mandel, J. Am. Chem. Soc. 1984, 106, 1154-1156.
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Evans, D.A.1
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32
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0029094722
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b) D. P. Provencal, C. Gardelli, J. A. Lafontaine, J. W. Leahy, Tetrahedron Lett. 1995, 36, 6033-6036.
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33
-
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0343700039
-
-
note
-
1 major=14.9min).
-
-
-
-
34
-
-
0026553351
-
-
For examples of β-ketoimide aldol reactions, see a) D. A. Evans, H. P. Ng, J. S. Clark, D. L. Rieger, Tetrahedron 1992, 48, 2127-2142;
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Evans, D.A.1
Ng, H.P.2
Clark, J.S.3
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35
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0027729991
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b) D. A. Evans, H. P. Ng, D. L. Rieger, J. Am. Chem. Soc. 1993, 115, 11446-11459.
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Evans, D.A.1
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36
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33845278140
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D. A. Evans, K. T. Chapman, E. M. Carreira, J. Am. Chem. Soc. 1988, 110, 3560-3578.
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Evans, D.A.1
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37
-
-
0342394803
-
-
1H NMR analysis (500 MHz)
-
1H NMR analysis (500 MHz).
-
-
-
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38
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-
33845554860
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M. D. Lewis, J. K. Cha, Y. Kishi, J. Am. Chem. Soc. 1982, 104, 4976-4978.
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Lewis, M.D.1
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39
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84988093935
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For similar conditions employing ethylene glycol in place of methanol, see a) T. H. Chan, M. A. Brook, T. Chaly, Synthesis 1983, 203-205; b) ref. [4].
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Synthesis
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Chan, T.H.1
Brook, M.A.2
Chaly, T.3
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40
-
-
84988093935
-
-
ref. [4]
-
For similar conditions employing ethylene glycol in place of methanol, see a) T. H. Chan, M. A. Brook, T. Chaly, Synthesis 1983, 203-205; b) ref. [4].
-
-
-
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42
-
-
0342394800
-
-
For reports of oxazole lithiation, see ref. [3h], and references therein
-
For reports of oxazole lithiation, see ref. [3h], and references therein.
-
-
-
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43
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0031025358
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A. B. Smith III, S. M. Cordon, J. A. McCauley, J. L. Leazer, Jr., J. W. Leahy, R. E. Maleczka, Jr., J. Am. Chem. Soc. 1997, 119, 962-973; A. B. Smith III, S. M. Condon, J. A. McCauley, J. L. Leazer, Jr., J. W. Leahy, R. E. Maleczka, Jr., J. Am. Chem. Soc. 1995, 117, 5407-5408.
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Smith A.B. III1
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McCauley, J.A.3
Leazer J.L., Jr.4
Leahy, J.W.5
Maleczka R.E., Jr.6
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44
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0029011702
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A. B. Smith III, S. M. Cordon, J. A. McCauley, J. L. Leazer, Jr., J. W. Leahy, R. E. Maleczka, Jr., J. Am. Chem. Soc. 1997, 119, 962-973; A. B. Smith III, S. M. Condon, J. A. McCauley, J. L. Leazer, Jr., J. W. Leahy, R. E. Maleczka, Jr., J. Am. Chem. Soc. 1995, 117, 5407-5408.
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Smith A.B. III1
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Maleczka R.E., Jr.6
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45
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0001008307
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Conditions were adapted from: C. H. Heathcock, S. D. Young, J. P. Hagen, R. Pilli, U. Badertscher, J. Org. Chem. 1985, 50, 2095-2105.
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Heathcock, C.H.1
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Badertscher, U.5
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47
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-
0025312341
-
-
(R)-3-(triphenylmethyl)-1,2-epoxypropane is commercially available from Aldrich Chemical Co. and may also be prepared in 95% ee by Sharpless asymmetric epoxidation of allyl alcohol and in situ tritylation. Recrystallization provides the enantiomerically enriched compound: H. S. Hendrickson, E. K. Hendrickson, Chem. Phys. Lipids 1990, 53, 115-120.
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Chem. Phys. Lipids
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Hendrickson, H.S.1
Hendrickson, E.K.2
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48
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33847805703
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2-promoted organolithium additions to epoxides, see c) M. J. Eis, J. E. Wrobel, B. Ganem, J. Am. Chem. Soc. 1984, 106, 3693-3694.
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J. Am. Chem. Soc.
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Corey, E.J.1
Wollenberg, R.H.2
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49
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33845469694
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2-promoted organolithium additions to epoxides, see c) M. J. Eis, J. E. Wrobel, B. Ganem, J. Am. Chem. Soc. 1984, 106, 3693-3694.
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(1967)
Dokl. Akad. Nauk SSSR
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Nesmeyanov, A.N.1
Borisov, A.E.2
-
50
-
-
33845469694
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-
2-promoted organolithium additions to epoxides, see c) M. J. Eis, J. E. Wrobel, B. Ganem, J. Am. Chem. Soc. 1984, 106, 3693-3694.
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Eis, M.J.1
Wrobel, J.E.2
Ganem, B.3
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51
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0029933368
-
-
Conditions were adapted from: R. Bellingham, K. Jarowicki, P. Kocienski, V. Martin, Synthesis 1996, 285-296.
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Synthesis
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Bellingham, R.1
Jarowicki, K.2
Kocienski, P.3
Martin, V.4
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54
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0000730188
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M. T. Reetz, Angew. Chem. 1984, 96, 542-555; Angew. Chem. Int. Ed. Engl. 1984, 23, 556-569.
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Reetz, M.T.1
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55
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M. T. Reetz, Angew. Chem. 1984, 96, 542-555; Angew. Chem. Int. Ed. Engl. 1984, 23, 556-569.
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56
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-
0342394795
-
-
note
-
1H NMR spectroscopy.
-
-
-
-
57
-
-
0026601825
-
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We are aware of few examples of this type of selective lithium-halogen exchange reaction. For a report involving bishalogenated arenes, see M. Kihara, M. Kashimoto, Y. Kohayashi, Tetrahedron 1992, 48, 67-78.
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Tetrahedron
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Kihara, M.1
Kashimoto, M.2
Kohayashi, Y.3
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58
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0032483753
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For an example of a chelation-controlled zincate addition, see D. R. Williams, W. S. Kissel, J. Am. Chem. Soc. 1998, 120, 11198-11199.
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J. Am. Chem. Soc.
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Williams, D.R.1
Kissel, W.S.2
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59
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0029926328
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For an example of a chelation-controlled aluminate addition, see H. Imogai, Y. Petit, M. Larcheveque, Tetrahedron Lett. 1996, 37, 2573-2576.
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(1996)
Tetrahedron Lett.
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Imogai, H.1
Petit, Y.2
Larcheveque, M.3
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60
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0001553338
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A similar solvent effect has been noted in additions of alkenyl Grignard reagents to α-alkoxyaldehydes: G. E. Keck, M. A. Andrus, D. R. Romer, J. Org. Chem. 1991, 56, 417-420.
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J. Org. Chem.
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Keck, G.E.1
Andrus, M.A.2
Romer, D.R.3
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61
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0025062252
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2O/benzene, see M. Nakatsuka, J. A. Ragan, T. Sammakia, D. B. Smith, D. E. Uehling, S. L. Schreiber, J. Am. Chem. Soc. 1990, 112, 5583-5601.
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Nakatsuka, M.1
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Schreiber, S.L.6
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