Noyori asymmetric hydrogenation

application, background and mechanisms

1. Aida Suraya Azzuhri 2010663418 Nor Zulfa binti Tahir 2009713131 Nurhafizah M ohd Salleh 2009925855 NOYORI ORGANOMETALLIC CHEMISTRY CHM676 PROF DR HADARIAH

2. INTRODUCTION BIOGRAPHICAL OF RYOJI NOYORI

3. NOYORI CATALYSTS

4. MECHANISM

5. EXAMPLE:

6. NOYORI ASYMMETRIC HYDROGENATION ASSYMETRIC HYDROGENATION chemical reaction that adds two atoms of  hydrogen  to a target (substrate) molecule with three dimensional  spatial selectivity . characterized by asymmetry in the spatial arrangement or placement of parts or components. THEREFORE NOYORI ASSYMETRIC HYDROGENATION ASYMMETRICAL  ? chemical reaction for the  enantioselective hydrogenation  of  ketone ,  aldehydes , and  imines .

7. NOYORI CATALYSTS

8. MECHANISM

9. 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. APPLICATION

10. 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.).

11. 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.

12. An antipsychotic agent BMS 181100 is synthesized using BINAP/ diamine-Ru catalyst .

13. REFERENCES http://www.chem.harvard.edu/groups/myers/handouts/22_Noyori_Asymmetric_Hydrog.pdf http://www.synarchive.com/named-reactions/Noyori_Asymmetric_Hydrogenation

14. RYOJI NOYORI