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15
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34248669448
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note
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See Ref. 9b.
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Hong, H.1
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Hong H., Stinear T., Skelton P., Spencer J.B., and Leadlay P.F. Chem. Commun. (2005) 4306
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Hong, H.1
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21144473378
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Mve-Obiang A., Lee R.E., Umstot E.S., Trott K.A., Grammer T.C., Parker J.M., Ranger B.S., Grainger R., Mahrous E.A., and Small P.L.C. Infect. Immun. 73 (2005) 3307
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Mve-Obiang, A.1
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19
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33750451251
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Ranger B.S., Mahrous E.A., Mosi L., Adusumilli S., Lee R.E., Colorni A., Phodes M., and Small P.L.C. Infect. Immun. 74 (2006) 6037
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23
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Yin N., Wang G., Qian M., and Negishi E. Angew. Chem., Int. Ed. 45 (2006) 2916
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Yin, N.1
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24
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33750581940
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Alexander M.D., Fontaine S.D., La Clair J.J., DiPasquale A.G., Rheingold A.L., and Burkart M.D. Chem. Commun. (2006) 4602
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25
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34248644463
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note
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A preliminary report of this work has been reported in Ref. 8.
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27
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33845280103
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Jacobsen E.N., Markó I., Mungall W.S., Schröder G., and Sharpless K.B. J. Am. Chem. Soc. 110 (1988) 1968
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28
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0141712450
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Sharpless K.B., Amberg W., Bennani Y.L., Crispino G.A., Hartung J., Jeong K.-S., Kwong H.-L., Morikawa K., Wang Z.-M., Xu D., and Zhang X.-L. J. Org. Chem. 57 (1992) 2768
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Zhang, X.-L.11
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29
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0024840703
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Asymmetric dihydroxylation under the stoichiometric conditions gave a much higher selectivity. For example, a >20:1 ratio was obtained in the presence of the Corey diamine ligand:
-
Asymmetric dihydroxylation under the stoichiometric conditions gave a much higher selectivity. For example, a >20:1 ratio was obtained in the presence of the Corey diamine ligand:. Corey E.J., Jardine P.D., Virgil S., Yuen P.-W., and Connel R.D. J. Am. Chem. Soc. 111 (1989) 9243
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Corey, E.J.1
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Connel, R.D.5
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30
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34248647465
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note
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1H NMR spectrum of crude product.
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31
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0001616071
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Inanaga J., Hirata K., Saeki H., Katsuki T., and Yamaguchi M. Bull. Chem. Soc. Jpn. 52 (1979) 1989
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Inanaga, J.1
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Yamaguchi, M.5
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33
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34248667164
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Remote diastereomers are referred to as the diastereomers due to the stereocenter(s) present outside a self-contained box(es); see:
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36
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34248661977
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Mycolactones are known to exhibit intriguing biological properties; see:
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38
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0034777404
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and references cited therein. We thank Professor P.L.C. Small at the University of Tennessee for performing biological tests
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Dobos K.M., Small P.L., Deslauriers M., Quinn F.D., and King C.H. Infect. Immun. 69 (2001) 7182 and references cited therein. We thank Professor P.L.C. Small at the University of Tennessee for performing biological tests
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Dobos, K.M.1
Small, P.L.2
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Quinn, F.D.4
King, C.H.5
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43
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0001517035
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Brown D.G., Velthuisen E.J., Commerford J.R., Brisbois R.G., and Hoye T.R. J. Org. Chem. 61 (1996) 2540
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Hoye, T.R.5
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46
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34248632401
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note
-
With use of the C1-carboxylate aldehyde (shown below) for Brown crotylboration, the two steps required for the oxidation of the primary alcohol to the acid could be eliminated. However, the crotylboration gave a 3:1 mixture of the desired product and the δ-lactone.{A figure is presented}
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48
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0028205744
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Guindon Y., Yoakim C., Gorys V., Ogilvie W.W., Delorme D., Renaud J., Robinson G., Lavallée J.-F., Slassi A., Jung G., Rancourt J., Durkin K., and Liotta D. J. Org. Chem. 59 (1994) 1166
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Renaud, J.6
Robinson, G.7
Lavallée, J.-F.8
Slassi, A.9
Jung, G.10
Rancourt, J.11
Durkin, K.12
Liotta, D.13
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49
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35448975836
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Leigh D.A., Martin R.P., Smart J.P., and Truscello A.M. J. Chem. Soc., Chem. Commun. (1994) 1373
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Leigh, D.A.1
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53
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0033603829
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There are several modified protocols known for the Negishi coupling reaction. The procedure used here was modified from the Stille coupling protocol reported by Corey:
-
There are several modified protocols known for the Negishi coupling reaction. The procedure used here was modified from the Stille coupling protocol reported by Corey:. Han X., Stoltz B.M., and Corey E.J. J. Am. Chem. Soc. 121 (1999) 7600
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Han, X.1
Stoltz, B.M.2
Corey, E.J.3
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54
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34248638052
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note
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To adopt this synthesis for our purpose, it would be necessary to adjust the C12′-OH protecting group, i.e., from the MOM ether to the TBS ether.
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55
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12344259565
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Judd T.C., Bischoff A., Kishi Y., Adusumilli S., and Small P.L.C. Org. Lett. 6 (2004) 4901
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Org. Lett.
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Judd, T.C.1
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Adusumilli, S.4
Small, P.L.C.5
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