17355-24-7Relevant articles and documents
A comparison of phosphaferrocene and phospharuthenocene ligands in Rh +-catalysed enamide hydrogenation reactions: Superior performance of the phospharuthenocene
Carmichael, Duncan,Goldet, Gabrielle,Klankermayer, Juergen,Ricard, Louis,Seeboth, Nicolas,Stankevic, Marek
, p. 5492 - 5502 (2007)
Enantiopure Cp*-substituted 3.4-dimethyl-5-phenylphosphametallocene- 2-methanols (M=Fe, Ru) have been prepared from the corresponding 2-carboxy-(-)-menthylphospholide anion and elaborated into 2-CH 2PPh2 phosphametallocenes (13: M =
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Schloegl et al.
, p. 705,713 (1953)
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Studies on the rhodium- and ruthenium-catalyzed asymmetric hydrogenation of α-dehydroamino acids using a family of chiral dipyridylphosphine ligand (P-Phos)
Wu, Jing,Pai, Cheng Chao,Kwok, Wai Him,Guo, Rong Wei,Au-Yeung, Terry T.L.,Yeung, Chi Hung,Chan, Albert S.C.
, p. 987 - 992 (2003)
The applications of the chiral dipyridylphosphine ligand P-Phos and its derivatives Tol-P-Phos and Xyl-P-Phos in Ru- and Rh-catalyzed hydrogenations of the methyl esters of a variety of (Z)-2-acetamido-3-arylacrylic acids have been studied systematically.
Novel phosphine-phosphites and their use in asymmetric hydrogenation
Farkas, Gergely,Balogh, Szabolcs,Szoellsy, Aron,Uerge, Laszlo,Darvas, Ferenc,Bakos, Jozsef
, p. 2104 - 2109 (2011)
Excellent enantioselectivities and activities have been obtained in the rhodium catalyzed asymmetric hydrogenation of dimethyl itaconate and several dehydroamino acid esters using a new class of BINOL based phosphine-phosphite ligand. The hydrogenation pr
Unsymmetrical ferrocenylethylamine-derived monophosphoramidites: Highly efficient chiral ligands for Rh-catalyzed enantioselective hydrogenation of enamides and α-dehydroamino acid derivatives
Zeng, Qing-Heng,Hu, Xiang-Ping,Duan, Zheng-Chao,Liang, Xin-Miao,Zheng, Zhuo
, p. 393 - 396 (2006)
A new family of unsymmetrical ferrocenylethylamine-derived monophosphoramidites were synthesized and successfully applied in the Rh-catalyzed enantioselective hydrogenation of a range of enamides and α-dehydroamino acid esters, and ee values of up to 99.5% were obtained for both types of substrate. These results suggest that unsymmetrical amine-derived monophosphoramidites can also exhibit excellent enantioselectivity for a broad range of substrates, comparable to or higher than those of the most efficient symmetrical amine-derived monophosphoramidites reported thus far.
Design and synthesis of a novel three-hindered quadrant bisphosphine ligand and its application in asymmetric hydrogenation
Huang, Kexuan,Zhang, Xiaowei,Emge, Thomas J.,Hou, Guohua,Cao, Bonan,Zhang, Xumu
, p. 8555 - 8557 (2010)
A novel three hindered quadrant bisphosphine ligand has been synthesized. The ligand shows excellent enantioselectivities and reactivities for rhodium-catalyzed hydrogenations of various functionalized olefins.
Synthesis and evaluation of side-arm-alkylated phosphametallocene phosphines
Carmichael, Duncan,Klankermayer, Juergen,Muller, Eric,Pietrusiewicz, K Michal,Ricard, Louis,Seeboth, Nicolas,Sowa, Sylwia,Stankevic, Marek
, p. 1804 - 1811 (2011)
Syntheses permitting the introduction of one or two methyl substituents at the sp3-hybridized carbon atom in the backbone of enantiopure 2-phospharuthenocenemethyl phosphines are presented. Preliminary Rh-catalyzed hydrogenations of enamides su
Asymmetric Reduction of Aromatic α-Dehydroamino Acid Esters with Water as Hydrogen Source
Dai, Yuze,Chen, Jingchao,Wang, Zheting,Wang, Ting,Wang, Lin,Yang, Yong,Qiao, Xingfang,Fan, Baomin
supporting information, p. 7141 - 7147 (2021/05/29)
The asymmetric reduction of aromatic α-dehydroamino acid esters with water as the hydrogen source was developed by a Rh/Cu co-catalytic system. The reaction tolerates various functional groups, providing a valuable synthetic tool to access chiral α-amino acid esters readily. Moreover, the present methodology also was applied in the cost-effective and easy to handle preparation of chiral deuterated α-amino esters by using D2O.
A Metal-Free Direct Arene C?H Amination
Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.
supporting information, p. 2783 - 2795 (2021/04/05)
The synthesis of aryl amines via the formation of a C?N bond is an essential tool for the preparation of functional materials, active pharmaceutical ingredients and bioactive products. Usually, this chemical connection is only possible by transition metal-catalyzed reactions, photochemistry or electrochemistry. Here, we report a metal-free arene C?H amination using hydroxylamine derivatives under benign conditions. A charge transfer interaction between the aminating reagents TsONHR and the arene substrates enables the chemoselective amination of the arene, even in the presence of various functional groups. Oxygen was crucial for an effective conversion and its accelerating role for the electron transfer step was proven experimentally. In addition, this was rationalized by a theoretical study which indicated the involvement of a dioxygen-bridged complex with a “Sandwich-like” arrangement of the aromatic starting materials and the aminating agents at the dioxygen molecule. (Figure presented.).
