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3 (5 mol %)/KOH (3 equiv)/dioxane/80 °C/20 h, afforded 1,3-diphenylpropan-1-ol and 1,3-diphenylpropan-1-one in 77% and 3% isolated yields, respectively: Cho, C. S.; Kim, B. T.; Kim, T.-J.; Shim, S. C. J. Org. Chem. 2001, 66, 9020.
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3 (2 mol %)/KOH (1 equiv)/1-dodecene (1 equiv)/dioxane/80 °C/20 h gave 1,3-diphenylpropan-1-one and 1,3-diphenylpropan-1-ol in 82% and 2% isolated yields, respectively. On the other hand, when the reaction was carried out in the absence of 1-dodecene, 1,3-diphenylpropan-1-one was formed in 70% yield along with a considerable amount of 1,3-diphenylpropan-1-ol (14%); Cho, C. S.; Kim, B. T.; Kim, T.-J.; Shim, S. C. Tetrahedron Lett. 2002, 43, 7987.
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It is known that initial oxidation proceeds via oxidative addition of the O-H bond to Ru and subsequent β-hydrogen elimination.
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It is known that initial oxidation proceeds via oxidative addition of the O-H bond to Ru and subsequent β-hydrogen elimination.
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24
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0042252940
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Bases are used as promoters in transition-metal-catalyzed transfer hydrogenation of ketones to alcohols
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Bases are used as promoters in transition-metal-catalyzed transfer hydrogenation of ketones to alcohols.
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note
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However, treatment of diphenylacetylene under the employed conditions scarcely afforded stilbenes. This result indicates that diphenylacetylene is converted to stilbenes by transfer hydrogenation from the starting alcohols 1a and 2a.
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