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noyori mechanism briefly explained. i did it in a hurry, credits will be later updated in description. hope this slide will help u. thanks!
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Aida SurayaAzzuhri 2010663418 Nor Zulfa bintiTahir 2009713131 NurhafizahMohdSalleh 2009925855 NOYORI ORGANOMETALLIC CHEMISTRY CHM676 PROF DR HADARIAH
INTRODUCTION BIOGRAPHICAL OF RYOJI NOYORI
NOYORI ASYMMETRIC HYDROGENATION chemical reaction that adds two atoms of hydrogen to a target (substrate) molecule with three dimensional spatial selectivity. ASSYMETRIC HYDROGENATION characterized by asymmetry in the spatial arrangement or placement of parts or components. ASYMMETRICAL ? THEREFORE NOYORI ASSYMETRIC HYDROGENATION chemical reaction for the enantioselective hydrogenation of ketone, aldehydes, and imines.
APPLICATION Noyori asymmetric hydrogenation. • Chemical reaction for the enantioselective hydrogenation of ketones, aldehydes and imines. • BINAP-Ru catalyst – functionalized ketones. • BINAP/diamine-Ru catalyst – simple ketones. • Used in production of several drugs, such as the antibacterial levofloxin, the antibiotic carbapenem and the antipsychotic agent BMS181100.
Industrial application • An antibacterial levofloxacin is synthesized using (R)-1,2-propandiol, which is synthesized from hydroxyacteone using Noyori asymmetric hydrogenation(Takasago Co./Daiichi Pharmaceutical Co.).
An antibiotic carbapenem is also prepared using Noyori asymmetric hydrogenation via (2S,3R)-methyl 2-(benzamidomethyl)-3-hydroxybutanoate, which is synthesized from racemic methyl 2-(benzamidomethyl)-3-oxobutanoate by dynamic kinetic resolution.
An antipsychotic agent BMS 181100 is synthesized using BINAP/diamine-Ru catalyst.
REFERENCES • http://www.chem.harvard.edu/groups/myers/handouts/22_Noyori_Asymmetric_Hydrog.pdf • http://www.synarchive.com/named-reactions/Noyori_Asymmetric_Hydrogenation