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34047260197
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Experimental procedures and characterization of new compounds are as follows. 1b: THF (20 mL) at -78ÆC was added slowly via a cannula to a mixture of KN(SiMe3)2 (1.54 g, 7.70 mmol) and 8 (1.33 g, 7.33 mmol) with stirring. Methylene chloride (10 mL) was added slowly at -78°C. The mixture was stirred at -78°C for 2 h and then warmed slowly to 25°C for 10 h. The solvent was removed under reduced pressure, and the residue was extracted with pentane (2 × 25 mL, Removal of the solvent from the extracts gave a dark red oil, which was distilled (32°C at 0.01 Torr) to afford 1b as a colorless liquid (0.40 g, 35% yield, IR (film; cm-1, 3075, 3014, 1617, 1504, 1435, 1388, 1266, 740, 697, 678. UV (hexane; λmax, nm, 288, 231, 198. 1H NMR (500 MHz, THF-d8, δ 8.01 (dd, J, 7.5, 1.4 Hz, 2H, Ar H, 7.69 (d, J, 6.0 Hz, 1H, H(6, 7.62 (dd, J, 11.0, 6.0 Hz, 1H, H4, 7.3
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4. C, 53.47; H, 3.11. Found: C, 53.37; H, 3.03.
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15
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0011513117
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For a similar mechanistic proposal see
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For a similar mechanistic proposal see: Nakadaira, Y.; Sato, R.; Sakurai, H. Organometallics 1991, 10, 435.
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9144237567
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33847787038
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Pan, J.; Kampf, J. W.; Ashe, A. J., III. Org. Lett. 2007, 9, 679.
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Pan, J.1
Kampf, J.W.2
Ashe III, A.J.3
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18
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34047262802
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2 = 1.088.
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2 = 1.088.
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19
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30344480239
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Pan, J.; Kampf, J. W.; Ashe, A. J., III. Organometallics 2006, 25, 197.
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Pan, J.1
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Ashe III, A.J.3
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20
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34047256777
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1H NMR spectroscopy.
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1H NMR spectroscopy.
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