Dynamic kinetic resolution asymmetric transfer hydrogenation

Limanto J, Krska SW, Domer BT, Vazquez E, YoshikawaN, Tan L. Dynamic kinetic resolution asymmetric transfer hydrogenation of alpha-alkyl-substituted (3-ketoamides. Org. Lett. 2010 12(3) 512-515. [Pg.957]

Fig. 22 Diastereoselective asymmetric transfer hydrogenation of cyclic substrates with dynamic kinetic resolution...

Kejrwords Dynamic kinetic asymmetric transformation (DYKAT) Dynamic kinetic resolution (DKR) Hydrogenation Imine reduction Ketone reduction Mechanism of carbonyl reduction Mechanism of imine reduction Mechanism of dUiydrogen activation Ruthenium catalysis Shvo s catalyst Transfer hydrogenation... [Pg.86]

Asymmetric transfer hydrogenation (ATH) reactions of 2-substituted a-alko gr-p-ketophosphonates (602) driven by dynamic kinetic resolution, afforded the corresponding 2-substituted a-alko gr-p-hydroxyphos-phonates (603) with excellent levels of diastereo- and enantioselectivity (Scheme 175). The reactions have been promoted by using chiral ruthenium catalyst (604) and a 0.2 1 mixture of formic acid and triethylamine as the hydrogen source and solvent. ... [Pg.315]

Liu, Shultz, et al. recently reported on an efficient synthesis of enantiomerically enriched aryl (3-hydroxy a-amino esters 183 using an asymmetric transfer hydrogenation of a-amino (3-keto esters 182 accompanied by dynamic kinetic resolution (Scheme 30.34). [Pg.936]

Ding Z, Yang J, Wang T, Shen Z, Zhang Y. Dynamic kinetic resolution of (i-keto sulfones via asymmetric transfer hydrogenation. Chem. Commun. 2009 7(5) 571-573. [Pg.957]

Cartigny D, Piintener K, Ayad T, Scalone M, Ratoveloma-nana-Vidal V. Highly diastereo and enantioselective synthesis of monodifferentiated iy -l,2-diol derivatives through asymmetric transfer hydrogenation via dynamic kinetic resolution. Org. Lett. 2010 12(17) 3788-3791. [Pg.957]

Steward KM, Gentry EC, Johnson JS. Dynamic kinetic resolution of a-keto esters via asymmetric transfer hydrogenation. J. Am. Chem. Soc. 2012 134(17) 7329-7332. [Pg.957]

Han J, Kang S, Lee HK. Dynamic kinetic resolution in the stereoselective synthesis of 4,5-diaryl cyclic sulfami-dates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation. Chem. Commun. 2011 47 (13) 4004- 06. [Pg.957]

The ease of racemization of a-branched N-aryl aldimines in the presence of a Brpnsted acid was exploited in a dynamic kinetic resolution via asymmetric transfer hydrogenation [60], In this reaction, imines are formed in situ and hydride addition does not generate a new chiral center but takes place preferentially with one enantiomer of the substrate. As a result, (nearly) full conversion of an aldehyde to an... [Pg.55]