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37049074470
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37049108024
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Fleming, L; Newton, T.W.; Roessler, F. J. Chem. Soc., Perkin Trans. 1 1981, 2527.
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18
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0344366776
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note
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f fraction the co-carboxy acylsilane 1 as a yellow oil.
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19
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33748979321
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(a) Bonini, B.F.; Comes-Franchini, M.; Fochi, M.; Mazzanti, G.; Peri, F.; Ricci, A. J. Chem. Soc., Perkin Trans, 1 1996, 2803.
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Bonini, B.F.1
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Fochi, M.3
Mazzanti, G.4
Peri, F.5
Ricci, A.6
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20
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33748832943
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(b) Bonini, B.F.; Comes-Franchini, M.; Fochi, M.; Mazzanti, G.; Ricci, A. J. Chem. Soc., Perkin Trans. 1 1997, 3211.
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Bonini, B.F.1
Comes-Franchini, M.2
Fochi, M.3
Mazzanti, G.4
Ricci, A.5
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21
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0345229533
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note
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General procedure for the preparation of 2: hydrogen chloride and hydrogen sulfide were bubbled into a solution of the CD-carboxy acylsilane 1 (1.0 mmol) in anhydrous diethyl ether (50 mL) at-20°C, until the starting acylsilane had disappeared (TLC with 1:1 light petroleum-diethyl ether as eluent). The mixture was allowed to warm to room temperature and solid sodium hydrogen carbonate was added to the solution until the evolution of carbon dioxide ceased (10 g), then the reaction was left overnight. The crude, filtered and concentrated under reduced pressure, gave the (Z)-ω-carboxy-α-silyl enethiol 2 in a pure form.
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22
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0344366771
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note
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2Ph). Irradiation of the dimethylsilyl signal at 0.62 ppm produced a significant increase (15%) of the intensity of the signal of the vinylic proton at 6.18 ppm.
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-
-
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24
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0344366774
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note
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3 (8 mL) was stirred at room temperature for 12h or at 40°C for 2h. The reaction mixture was treated with saturated aqueous ammonium chloride and extracted with chloroform. The organic layer was dried with sodium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (light petroleum-ethyl acetate 10:1 as eluent) gave the title product as a yellow oil.
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-
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25
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0344366773
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note
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2Ph).
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-
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26
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0344366772
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note
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2Ph).
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28
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0344366770
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note
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3, but the reactions failed and we isolated only undesired products among which were the ethyl esters of 2d and 2e.
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-
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29
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0344798537
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note
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2Ph).
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30
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0008441481
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Casadei, M. A.; Galli, G.; Mandolini, L. J. Org. Chem. 1981, 46, 3127.
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(1981)
J. Org. Chem.
, vol.46
, pp. 3127
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Casadei, M.A.1
Galli, G.2
Mandolini, L.3
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