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By Qi-Lin Zhou, Jian-Hua Xie (auth.), Shengming Ma (eds.)

ISBN-10: 3642194710

ISBN-13: 9783642194719

Qi-Lin Zhou and Jian-Hua Xie: Chiral Spiro Catalysts.- Fuk Loi Lam, Fuk Yee Kwong and Albert S. C. Chan: Chiral Phosphorus Ligands with fascinating houses and useful Applications.- Jiang Pan, Hui-Lei Yu, Jian-He Xu, Guo-Qiang Lin: Advances in Biocatalysis: Enzymatic Reactions and Their Applications.- Mei-Xiang Wang: Enantioselective Biotransformations of Nitriles.- guy relations Wong, Yiu Chung Yip and Dan Yang: uneven Epoxidation Catalyzed by way of Chiral Ketones.- W. J. Liu, N. Li and L. Z. Gong: uneven Organocatalysis.- Qing-Hua Fan and Kuiling Ding: Enantioselective Catalysis with Structurally Tunable Immobilized Catalysts.- Chang-Hua Ding, Xue-Long Hou: Transition Metal-Catalyzed uneven Allylation.- Jian Zhou and Yong Tang: Enantioselective Reactions with Trisoxazolines.- Xiang-Ping Hu, Duo-Sheng Wang, Chang-Bin Yu, Yong-Gui Zhou, and Zhuo Zheng: event in uneven Hydrogenation: Synthesis of Chiral Phosphorus Ligands and uneven Hydrogenation of Heteroaromtics.

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8% ee was obtained when the reaction was catalyzed by the Ru-(Sa-4) complex [38, 39]. Carnitine (37), also known as l-carnitine (levo-carnitine), is a quaternary ammonium compound derived from the amino acid lysine and is responsible for the transport of fatty acids from the cytosol into the mitochondria. This compound is often sold as a nutritional supplement. Traditionally, chemical synthesis of optically pure l-carnitine was carried out through resolution, and asymmetric hydrogenation of b-ketoesters would be one of the most efficient routes to this important compound.

1 Asymmetric Hydrogenation of Two-Substituted Propenoic Acids Complex {(R)-P-Phos}Ru(acac)2 was employed in the synthesis of the non-steroidal anti-inflammatory drug naproxen via the hydrogenation of 2-(6¢-methoxy-2¢naphthyl) propenoic acid derivatives [8, 46]. 3% was obtained at 0°C under a 1,000 psi H2 pressure in methanol after 13–18 h. 6 equiv of phosphoric acid was further added to the reaction mixture. 8% ee). L. Lam et al. CH3 * COOMe MeO Naproxen When Ru[(R-2)Cl(p-cymene)]Cl was used as catalyst for the asymmetric hydrogenation of 2-(6¢-methoxy-2¢-naphthyl)propenoic acid, the product naproxen was obtained in 91% ee.

By using different chiral diol, and such design was expected to have some positive effect on the stereoselectivity and reactivity of the chiral ligands. Similar to the preparation of 3, preparation of the PQ-Phos series also started from sulfonate of optically pure chiral diols. Reaction of excess m-bromophenol with the chiral sulfonate produced the di(m-bromophenyl)ether. Subsequent conversion of the bromide to phosphine oxide, followed by Ullmann-type coupling, gave the desired chiral ligand 4–6 in almost complete diastereoselectivity (³98%).

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Asymmetric Catalysis from a Chinese Perspective by Qi-Lin Zhou, Jian-Hua Xie (auth.), Shengming Ma (eds.)


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