21869-55-6Relevant articles and documents
Cascade Coupling of Ene-Reductases and ω-Transaminases for the Stereoselective Synthesis of Diastereomerically Enriched Amines
Monti, Daniela,Forchin, Maria Chiara,Crotti, Michele,Parmeggiani, Fabio,Gatti, Francesco G.,Brenna, Elisabetta,Riva, Sergio
, p. 3106 - 3109 (2015)
One-pot sequential and cascade processes performed by employing ene-reductases (ERs) together with ω-transaminases (ω-TAs) for the obtainment of diastereomerically enriched (R)- and (S)-amine derivatives containing an additional stereocenter were investigated. By using either α- or β-substituted unsaturated ketones as substrates and by coupling purified ERs belonging to the Old Yellow Enzyme (OYE) family with a panel of commercially available ω-TAs, the desired products were obtained in up to >99% conversion and >99%de. The sequential reactions were performed in a one-pot fashion with no need to adapt the reaction conditions to the reductive amination step or to purify the reaction intermediate. Moreover, high chemoselectivity of the tested ω-TAs for the saturated ketones was shown in the cascade reactions.
Multi-enzyme cascade synthesis of the most odorous stereoisomers of the commercial odorant Muguesia
Brenna, Elisabetta,Crotti, Michele,Gatti, Francesco G.,Monti, Daniela,Parmeggiani, Fabio,Pugliese, Andrea,Santangelo, Sara
, p. 37 - 41 (2015)
The most odorous stereoisomers of the chiral commercial fragrance Muguesia are prepared by a very effective linear biocatalysed cascade reaction, in which a suitable unsaturated ketone is submitted to the sequential action of two enzymes, an ene-reductase and an alcohol dehydrogenase, which are added together to the same reaction vessel with the cofactor regeneration system. Two stereogenic centres in 1,2 relative position are thus created under high stereochemical control by a two-step one-pot enzymatic procedure.
Highly Enantioselective Iridium-Catalyzed Hydrogenation of Conjugated Trisubstituted Enones
Peters, Bram B. C.,Jongcharoenkamol, Jira,Krajangsri, Suppachai,Andersson, Pher G.
, p. 242 - 246 (2021/01/13)
Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.
Silicon Carbide Supported Palladium-Iridium Bimetallic Catalysts for Efficient Selective Hydrogenation of Cinnamaldehyde
Guo, Xiang-Yun,Jin, Guoqiang,Li, Penghui,Tong, Xili,Wang, Yingyong,Wang, Yunwei
, (2020/02/25)
Selective hydrogenation of α,β-unsaturated carbonyls into saturated carbonyls is important to obtain remunerative products. However, it is still a challenge to achieve high activity and selectivity under mild conditions. Herein, Pd, Ir and bimetallic Pd-Ir nanoparticles were uniformly deposited with high dispersity on the surface of SiC by a facile impregnation method, respectively. The as-prepared Pd/SiC catalysts efficiently hydrogenate cinnamaldehyde to hydrocinnamaldehyde at room temperature and atmospheric pressure, and the activity of Pd/SiC is observed further enhanced by adding Ir component (conversion of 100%). In addition, the dependence of Pd-Ir catalyst activity on Pd/Ir molar ratio confirms a synergistic effect between Ir and Pd, which originates from the electron transfer between Pd and Ir.
