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Intermolecular Reductive Coupling of Esters with Benzophenones by Low-Valent Titanium: Synthesis of Diarylmethyl Ketones Revisited

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https://figshare.com/articles/dataset/Intermolecular_Reductive_Coupling_of_Esters_with_Benzophenones_by_Low_Valent_Titanium_Synthesis_of_Diarylmethyl_Ketones_Revisited/2180509
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The reductive coupling of aliphatic esters with benzophenones by Zn–TiCl4 in THF gave two- and four-electron reduced products, diaryl­(hydroxy)­methyl ketones, and diarylmethyl ketones selectively by controlling the reaction conditions. In the reaction of aromatic esters with benzophenones, diarylmethyl ketones were obtained as the sole products. N-(Alkoxycarbonyl)-(S)-α-amino acid methyl esters gave optically active diphenylmethyl ketones by reduction with benzophenone. The obtained diphenylmethyl ketones were transformed to 4,5-cis-disubstituted oxazolidin-2-ones stereoselectively.
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2016-02-13
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