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2O quench of the reaction mixture of 1a and n-BuLi, deuterium introduction at difluoromethinic position of 2aa was observed.
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2O quench of the reaction mixture of 1a and n-BuLi, deuterium introduction at difluoromethinic position of 2aa was observed.
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46
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61849104739
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Reaction of 1a with an equimolar amount of n-BuLi gave 2aa in 38% yield with the recovery of 1a in 41%.
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Reaction of 1a with an equimolar amount of n-BuLi gave 2aa in 38% yield with the recovery of 1a in 41%.
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47
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61849169382
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We examined the thermal stability of intermediate E by stepwise reaction of 1a, n-BuLi and benzaldehyde. After simple evaporation at room temperature of the reaction mixture of 1a and n-BuLi, treatment of the resultant residue with benzaldehyde in Et2O gave 3a without significant decrease in the product yield. This finding strongly indicates that intermediate E is stable at least at room temperature
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2O gave 3a without significant decrease in the product yield. This finding strongly indicates that intermediate E is stable at least at room temperature.
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