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Synfacts 2007(8): 0824-0824  
DOI: 10.1055/s-2007-968764
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Ru(II)-Catalyzed Hydrogenation of Ketones

Contributor(s): Hisashi Yamamoto, Marina Naodovic
F. Naud, F. Spindler*, C. J. Rueggeberg, A. T. Schmidt, H.-U. Blaser
Solvias AG, Basel and Novasep Synthesis Switzerland, Pratteln, Switzerland
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Publication History

Publication Date:
24 July 2007 (online)

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Significance

The authors have previously reported a highly enantioselective reduction of aryl ketones using Ru(II)/phosphine-oxazoline A catalyst. The advantages of the protocol are high substrate/catalyst ratio (10,000-50,000), tolerance to high substrate concentrations and replacement of the standard i-PrOH/i-PrOK mixture with technically more practicable toluene/aq NaOH mixture. In this report, a highly efficient scale-up protocol for the synthesis of chiral 3,5-bistrifluoromethyl­phenylethanol (BTMP) is described.