%0 Journal Article
%A Rasu, Loorthuraja
%A John, Jeremy M.
%A Stephenson, Elanna
%A Endean, Riley
%A Kalapugama, Suneth
%A Clément, Roxanne
%A Bergens, Steven H.
%D 2017
%T Highly
Enantioselective Hydrogenation of Amides via
Dynamic Kinetic Resolution Under Low Pressure and Room Temperature
%U https://acs.figshare.com/articles/journal_contribution/Highly_Enantioselective_Hydrogenation_of_Amides_via_Dynamic_Kinetic_Resolution_Under_Low_Pressure_and_Room_Temperature/4650319
%R 10.1021/jacs.6b12254.s001
%2 https://ndownloader.figshare.com/files/7583059
%K Low Pressure
%K 4 atm H 2 pressure
%K system hydrogenates functionalized α- phenoxy
%K system trans
%K Room Temperature High-throughput screening
%K lab-scale optimization
%K PrONa
%K enantiomeric
%K chiral alcohols
%K Amide
%K Dynamic Kinetic Resolution
%K room temperature
%K 2- PrOH
%K Enantioselective Hydrogenation
%K skewpho
%K amide
%K RuCl
%K dpen
%X High-throughput
screening and lab-scale optimization were combined
to develop the catalytic system trans-RuCl2((S,S)-skewphos)((R,R)-dpen), 2-PrONa, and 2-PrOH. This system hydrogenates
functionalized α-phenoxy and related amides at room temperature
under 4 atm H2 pressure to give chiral alcohols with up
to 99% yield and in greater than 99% enantiomeric excess via dynamic
kinetic resolution.
%I ACS Publications