Dynamic kinetic resolution cyclohexanone

Fig. 32.46 Hydrogenation of racemic 2-substituted cyclohexanones through dynamic kinetic resolution catalyzed by BINAP/chiral diamine-Ru complexes with base.

Fig. 32.47 Biologically active compounds achievable by Bl-NAP/1,2-diamine— Ru-catalyzed hydrogenation of 2-substituted cyclohexanones through dynamic kinetic resolution.

Dynamic kinetic resolution process was also applied to biocatalytic Baeyer-Villiger oxidations. The recombinant E. coli expressing the cyclohexanone monooxygenase from A. calcoaceticus was used for the oxidation of racemic... 

Despite the number of reports of the asymmetric synthesis of tertiary a-aryl cyclohexanones, there have only been three reports which describe the asymmetric synthesis of tertiary a-aryl cyclopentanones. The first of these was reported by Shi via asymmetric epoxidation of benzylidene cyclobutanes and epoxide rearrangement in a subsequent step [76]. Backvall used a dynamic kinetic resolution of aUyhc alcohols-aUylic substitution-oxidative cleavage sequence to access 2-phenylcyclopentanone [77]. The first direct catalytic asymmetric synthesis of tertiary a-aryl ketones was recently described by Kingsbury using a series of Sc-catalysed diazoalkane-carbonyl homologations with bis/tris oxazohne ligands [78]. 

Dynamic and Static Kinetic Resolution of Racemic a-Substituted Cyclohexanones... 

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