143051-63-2Relevant academic research and scientific papers
Highly efficient rhodium/monodentate phosphoramidite catalyst and its application in the enantioselective hydrogenation of enamides and α-dehydroamino acid derivatives
Jia, Xian,Li, Xingshu,Xu, Lijin,Shi, Qian,Yao, Xinsheng,Chan, Albert S. C.
, p. 4539 - 4541 (2003)
An easily prepared and highly efficient monodentate phosphoramidite ligand derived from BINOL, (S)2,2-(1,1-binaphthyl)-dioxo-N,N-diethylphospholidine, was examined in the hydrogenation of both enamides and α-dehydroamino acid derivatives. The catalyst pro
A new type of chiral-pyridoxamines for catalytic asymmetric transamination of α-keto acids
Chen, Jianfeng,Zhao, Junyu,Gong, Xing,Xu, Dongfang,Zhao, Baoguo
supporting information, p. 4612 - 4615 (2016/09/23)
A new type of chiral pyridoxamines bearing an adjacent chiral stereocenter has been developed via multi-step synthesis. The pyridoxamines displayed catalytic activity in asymmetric transamination of α-keto acids to give a variety of optically active amino acids in 27–78% yields with 34–62% ee's under very mild conditions. This work provides a synthetic strategy to construct new chiral pyridoxamines using bromopyridine 7 as a key synthon and also represents an early example of the applications of chiral pyridoxamines in asymmetric catalysis.
A comparison of the asymmetric hydrogenation catalyzed by rhodium complexes containing chiral ligands with a binaphthyl unit and those with a 5,5′,6,6′,7,7′,8,8′-octahydro-binaphthyl unit
Zhang, Fu-Yao,Kwok, Wai Him,Chan, Albert S.C.
, p. 2337 - 2342 (2007/10/03)
The chiral ligands H8-BINAPO and H8-BDPAB were synthesized by reacting chlorodiphenylphosphine with H8-BINOL and H8-BINAM, respectively. Applications of these ligands in the Rh-catalyzed enantioselective hydrogenation of a variety of (Z)-acetamido-3-arylacrylic acid methyl esters provided chiral amino acid derivatives with good to excellent enantioselectivities (H8-BINAPO: up to 84.0% e.e.; H8-BDPAB: up to 97.1% e.e.). In the hydrogenation of acetamidoacrylic acid, 99% e.e. was obtained when a [Rh(H8-BDPAB)]+ catalyst was used. The catalytic activities and enantioselectivities of [Rh(H8-BINAPO)]+ and [Rh(H8-BDPAB]+ are substantially better than those obtained with the corresponding rhodium catalysts containing BINAPO (up to 64% e.e.) and BDPAB (up to 92.6% e.e.).
UNUSUAL AMINO ACIDS II. Asymmetric Synthesis of Fluorine Containing Phenylalanines
Krause, Hans-Walter,Kreuzfeld, Hans-Joern,Doebler, Christian,Taudien, Stefan
, p. 555 - 566 (2007/10/02)
Few (Z)-α-N-benzoylamino-β-(fluorophenyl)-acrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active α-benzoyl-β-(fluorophenyl)-alanine derivatives with optical yields up to 90percent using the
