4.8 Article

Efficient Access to Chiral Benzhydrols via Asymmetric Transfer Hydrogenation of Unsymmetrical Benzophenones with Bifunctional Oxo-Tethered Ruthenium Catalysts

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 32, Pages 10084-10087

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b05738

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Funding

  1. JSPS KAKENHI [24350079, 26621043]
  2. Sumitomo Foundation

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A concise asymnietric transfer hydrogenation of diaryl ketones, promoted by bifunctional Ru complexes with an: therial linkage between 1,2-diphenylethyleriediamine (DPEN) and eta(6)-arene ligands, was successfully developed. Because of the effective discrimination of substituents at. the ortho position on the aryl group, unsymmetrical benzophenones were smoothly reduced in a 5:2 mixture of formic acid and triethylamine with an unprecedented, level of excellent enantioselectivity. For the non-ortho-substituted benzophenones, the oxotethered catalyst electronically discerned biased substrates, resulting in attractive performance yielding chiral diaryIniethanols with >99% ee.

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