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85032779783
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13C NMR and mass spectroscopy of 9Aa are in the Experimental Section; see ESI for crystal structure data
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13C NMR and mass spectroscopy of 9Aa are in the Experimental Section; see ESI for crystal structure data.
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85032755604
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The gram-scale target product could be also purified by using recrystallisation with ethyl acetate and petroleum ether
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The gram-scale target product could be also purified by using recrystallisation with ethyl acetate and petroleum ether.
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30
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32
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85032757632
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A solution of 9Aa (0.5 mmol) in 6 N hydrochloric acid solution (2 mL) and methanol (20 mL) was stirred at room temperature for 4 h. The solvent was removed under reduced pressure, and the residue was purified by flash chromatography (eluent: petroleum ether–ethyl acetate = 25: 1, v/v) to product (E)-11 and (Z)-11, respectively (see the ESI for details)
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A solution of 9Aa (0.5 mmol) in 6 N hydrochloric acid solution (2 mL) and methanol (20 mL) was stirred at room temperature for 4 h. The solvent was removed under reduced pressure, and the residue was purified by flash chromatography (eluent: petroleum ether–ethyl acetate = 25: 1, v/v) to product (E)-11 and (Z)-11, respectively (see the ESI for details).
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37
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85032764853
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To further explore the proposed mechanism, we attempted to synthesize one of the intermediates (M1) from Scheme 4 as the starting material for this catalytic cycle, and found that the same good yield (95%) of the target product (9Aa) was obtained under the optimum reaction conditions (see the ESI for details of intermediate M1)
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To further explore the proposed mechanism, we attempted to synthesize one of the intermediates (M1) from Scheme 4 as the starting material for this catalytic cycle, and found that the same good yield (95%) of the target product (9Aa) was obtained under the optimum reaction conditions (see the ESI for details of intermediate M1).
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