Enantioselective Hydrogenation of β-Keto Esters using Chiral Diphosphine-Ruthenium Complexes: Optimization for Academic and Industrial Purposes and Synthetic Applications
Enantioselective hydrogenation using chiral complexes between atropisomeric diphosphines and ruthenium is a powerful tool for producing chiral compounds. Using a simple and straightforward in situ catalyst preparation, the conditions were optimized using molecular hydrogen for both academic and indu...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2003-01, Vol.345 (1-2), p.261-274 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Ratovelomanana-Vidal, V. Girard, C. Touati, R. Tranchier, J. P. Hassine, B. Ben Genêt, J. P. |
| description | Enantioselective hydrogenation using chiral complexes between atropisomeric diphosphines and ruthenium is a powerful tool for producing chiral compounds. Using a simple and straightforward in situ catalyst preparation, the conditions were optimized using molecular hydrogen for both academic and industrial purposes. This led to the best conditions and the lowest catalytic ratio required for the pressure used. Hydrogenation of various β‐keto esters was efficiently performed at atmospheric and higher pressures, leading to the use of very low catalyst‐substrate ratios up to 1/20,000. Asymmetric hydrogenations were used in key‐steps towards the total synthesis of corynomycolic acid, Duloxetine and Fluoxetine. |
| doi_str_mv | 10.1002/adsc.200390021 |
| format | Article |
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Asymmetric hydrogenations were used in key‐steps towards the total synthesis of corynomycolic acid, Duloxetine and Fluoxetine.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.200390021</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>asymmetric catalysis ; asymmetric synthesis ; Duloxetine ; Fluoxetine ; hydrogenation ; P-ligands ; ruthenium</subject><ispartof>Advanced synthesis & catalysis, 2003-01, Vol.345 (1-2), p.261-274</ispartof><rights>2003 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim, Fed. 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Asymmetric hydrogenations were used in key‐steps towards the total synthesis of corynomycolic acid, Duloxetine and Fluoxetine.</description><subject>asymmetric catalysis</subject><subject>asymmetric synthesis</subject><subject>Duloxetine</subject><subject>Fluoxetine</subject><subject>hydrogenation</subject><subject>P-ligands</subject><subject>ruthenium</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqFkE1OwzAQhSMEElDYsvYFUmyntlN2VShQtQLEj7q0nGTcGhInshOgXIkdB-FMpBRV7FjNzNP7nkYvCE4I7hOM6anKfdanGEfD7iI7wQHhhIUDwoe7253h_eDQ-yeMiYiFOAg-xlbZxlQeCsga8wLoapW7agFWdapFlUZfn-EUmgqNfQPOo9Ybu0DJ0jhVoHNTLytfL42F8K5tlmBNW6KkKusC3sCfoZu6MaV534TpyqFRpnIoTYaUzdHE5q1vnOmSbltXd1_4H_1-ZbuspnON6row2Q_uj4I9rQoPx7-zFzxejB-Sq3B2czlJRrMwiygjIecijYEzzclAMYY51ipVmOSDNCUqFhEIirUGioe5phFjWcywYJrqQc5imka9oL_JzVzlvQMta2dK5VaSYLmuWq6rltuqO2C4AV5NAat_3HJ0fp_8ZcMNa7p637ascs-Si0gwOb--lPMpjyi9nst59A2L5Jdw</recordid><startdate>200301</startdate><enddate>200301</enddate><creator>Ratovelomanana-Vidal, V.</creator><creator>Girard, C.</creator><creator>Touati, R.</creator><creator>Tranchier, J. 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| language | eng |
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| source | Wiley Online Library All Journals |
| subjects | asymmetric catalysis asymmetric synthesis Duloxetine Fluoxetine hydrogenation P-ligands ruthenium |
| title | Enantioselective Hydrogenation of β-Keto Esters using Chiral Diphosphine-Ruthenium Complexes: Optimization for Academic and Industrial Purposes and Synthetic Applications |
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