Stereoarrayed CF 3 ‐Substituted 1,3‐Diols by Dynamic Kinetic Resolution: Ruthenium(II)‐Catalyzed Asymmetric Transfer Hydrogenation | Zendy

Cotman Andrej Emanuel | Zendy; Cahard Dominique | Zendy; Mohar Barbara | Zendy

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Stereoarrayed CF 3 ‐Substituted 1,3‐Diols by Dynamic Kinetic Resolution: Ruthenium(II)‐Catalyzed Asymmetric Transfer Hydrogenation

Author(s) -

Cotman Andrej Emanuel,

Cahard Dominique,

Mohar Barbara

Publication year - 2016

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201600812

Subject(s) - ruthenium , transfer hydrogenation , kinetic resolution , chemistry , triethylamine , formic acid , catalysis , yield (engineering) , medicinal chemistry , alcohol , noyori asymmetric hydrogenation , enantioselective synthesis , combinatorial chemistry , organic chemistry , materials science , metallurgy

CF 3 ‐substituted 1,3‐diols were stereoselectively prepared in excellent enantiopurity and high yield from CF 3 ‐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, CF 3 C(O)‐substituted benzofused cyclic ketones underwent either a single or a double dynamic kinetic resolution during their reduction.

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