-
1
-
-
0030038455
-
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50 values of 0.05 and 0.25 μg/mL against KB and P388 cell lines, respectively, see: Ambrosio, M. D., Guerriero, A.; Debitus, C.; Pietra, F. Helv. Chim. Acta 1996, 79, 51-59.
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Ambrosio, M.D.1
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Pietra, F.4
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2
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0034722988
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Leucascandrolide A has recently been synthesized by the Leighton group, see: (a) Hornberger, K. R.; Hamblett, C. L.; Leighton, J. L. J. Am. Chem. Soc. 2000, 122, 12894.
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Hornberger, K.R.1
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3
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0034624617
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For another approach, see: (b) Crimmins, M. T.; Carroll, C. A.; King, B. W. Org. Lett. 2000, 2, 597-599.
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Crimmins, M.T.1
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4
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0042791175
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note
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Leighton has demonstrated that this can be accomplished with allyl-(-)-diisopinocamphenylborane and (E)-crotyl-(-)-diisopinocamphenylborane.
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-
-
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5
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0001290552
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For a nine-step Sharpless asymmetric epoxidation route to a derivative of 2, see: (a) Miyazawa, M.; Matsuoka, E.; Sasaki, S.; Oonuma, S.; Maruyam, K. Miyashita, M. Chem. Lett. 1998, 109-110.
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Miyazawa, M.1
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Miyashita, M.6
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6
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0033575415
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For a nine-step resolution approach, see: (b) Evans, D. A.; Trotter, B. W.; Coleman, P. J.; Cote, B.; Dias, L. C.; Rajpakse, H. A.; Tyler, A. N. Tetrahedron 1999, 55(29), 8671-8726.
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Evans, D.A.1
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Dias, L.C.5
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0030928918
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(b) Rychnovsky, S. D.; Khire, U. R.; Yang, G. J. Am. Chem. Soc. 1997, 119, 2058-2059.
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(b) Evans, D. A.; Nelson, J. V.; Taber, T. R. Top. Stereochem. 1982, 13, 1.
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84961499881
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For good reviews see: (a) Hoffmann, R. W. Pure Appl. Chem. 1988, 60(1), 123-30.
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(b) Evans, D. A.; Murry, J. A.; Kozlowski, M. C. J. Am. Chem. Soc. 1996, 118, 5814-5815.
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(c) Evans, D. A.; Coleman, P. J.; Cote, B. J. Org. Chem. 1997, 62, 788-789.
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(d) Paterson, I.; Oballa, R. M.; Norcross, R. D. Tetrahedron Lett. 1996, 37, 8581-8584.
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(b) Harris, J. M.; Keranen, M. D.; Nguyen, H.; Young, V. G.; O'Doherty, G. A. Carbohydr. Res. 2000, 328, 17-36.
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For vinylogous aldol approaches to δ-hydroxy-1-enoates, see: (a) Fleming, I. Bull. Soc. Chem. Fr. 1981, 2, 7-13.
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0000016656
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Previously Sharpless had shown that the AD mix reagent dihydroxylates simple dienoates 6a and 6c with good enantio-and diastereo-control, see: (a) Xu, D.; Crispino, G. A.; Sharpless, K. B. J. Am. Chem. Soc. 1992, 114, 7570-7571.
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33947086629
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All levels of enantioinduction were determined by HPLC analysis (8% IPA/Hexane, Chiralcel OD) and/or Mosher ester analysis. (a) Sullivan, G. R.; Dale, J. A.; Mosher, H. S. J. Org. Chem. 1973, 38, 2143.
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0001384141
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(b) Yamaguchi, S.; Yasuhara, F.; Kabuto, K. T. Tetrahedron 1976, 32, 1363.
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38
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0042289408
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note
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13C NMR, FTIR, HRMS, and/or elemental analysis.
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40
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0001377996
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(b) Hughes, G.; Lautens, M.; Wen, C. Org. Lett. 2000, 2, 107-110.
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41
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0041788330
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note
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Furthermore, the ratios of 9/6a and 10/6a for both reactions were equivalent at both low and high conversion.
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-
-
-
42
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0042289409
-
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note
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These results do not preclude the mechanistic possibility for the formation of ethyl sorbate via a β,γ-unsaturated regioisomer of 9 and 10 and subsequent base-and/or palladium-catalyzed elimination.
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-
-
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43
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0001224655
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We found the Rychnovsky phenol variant of the Trost procedure was the best for these substrates. (a) Rychnovsky, S. D.; Kim, J. J. Org. Chem. 1994, 59, 2659-60. For the original Trost procedure, see:
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Rychnovsky, S.D.1
Kim, J.2
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45
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0042289407
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note
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Benzaldehyde (1.1 equiv) with 0.1 equiv of KOt-Bu; after 15 min more benzaldehyde (1.1 equiv) and KOt-Bu (0.1 equiv).
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