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Stereoarrayed CF3‐Substituted 1,3‐Diols by Dynamic Kinetic Resolution: Ruthenium(II)‐Catalyzed Asymmetric Transfer Hydrogenation
Authors:Andrej Emanuel Cotman  Dr Dominique Cahard  Dr Barbara Mohar
Institution:1. National Institute of Chemistry, Ljubljana, Slovenia;2. Faculty of Chemistry and Chemical Technology, University of Ljubljana, Slovenia;3. UMR CNRS 6014 C.O.B.R.A., Université et INSA de Rouen, Mont Saint Aignan, France;4. http://www.ki.si 0000-0001-5393-7030 National Institute of Chemistry, Ljubljana, Slovenia
Abstract:CF3‐substituted 1,3‐diols were stereoselectively prepared in excellent enantiopurity and high yield from CF3‐substituted diketones by using an ansa‐ruthenium(II)‐catalyzed asymmetric transfer hydrogenation in formic acid/triethylamine. The intermediate mono‐reduced alcohol was also obtained in very high enantiopurity by applying milder reaction conditions. In particular, CF3C(O)‐substituted benzofused cyclic ketones underwent either a single or a double dynamic kinetic resolution during their reduction.
Keywords:alcohols  asymmetric catalysis  enantioselectivity  kinetic resolution  ruthenium
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