80312-17-0Relevant academic research and scientific papers
Chiral Metal Salts as Ligands for Catalytic Asymmetric Mannich Reactions with Simple Amides
Yamashita, Yasuhiro,Noguchi, Aika,Fushimi, Seiya,Hatanaka, Miho,Kobayashi, Shū
supporting information, p. 5598 - 5604 (2021/05/06)
Catalytic asymmetric Mannich reactions of imines with weakly acidic simple amides were developed using a chiral potassium hexamethyldisilazide (KHMDS)-bis(oxazoline) potassium salt (K-Box) catalyst system. The desired reactions proceeded to afford the tar
Ni-Catalyzed asymmetric reduction of α-keto-β-lactams: via DKR enabled by proton shuttling
Wang, Fangyuan,Tan, Xuefeng,Wu, Ting,Zheng, Long-Sheng,Chen, Gen-Qiang,Zhang, Xumu
supporting information, p. 15557 - 15560 (2020/12/30)
Chiral α-hydroxy-β-lactams are key fragments of many bioactive compounds and antibiotics, and the development of efficient synthetic methods for these compounds is of great value. The highly enantioselective dynamic kinetic resolution (DKR) of α-keto-β-lactams was realized via a novel proton shuttling strategy. A wide range of α-keto-β-lactams were reduced efficiently and enantioselectively by Ni-catalyzed asymmetric hydrogenation, providing the corresponding α-hydroxy-β-lactam derivatives with high yields and enantioselectivities (up to 92% yield, up to 94% ee). Deuterium-labelling experiments indicate that phenylphosphinic acid plays a pivotal role in the DKR of α-keto-β-lactams by promoting the enolization process. The synthetic potential of this protocol was demonstrated by its application in the synthesis of a key intermediate of Taxol and (+)-epi-Cytoxazone. This journal is
Precipitation-driven self-sorting of imines
Lirag, Rio Carlo,Osowska, Karolina,Miljanic, Ognjen S.
supporting information; experimental part, p. 4847 - 4850 (2012/07/14)
Judicious choice of precipitation conditions can lead to self-sorting of equilibrating mixtures of aromatic aldehydes and substituted anilines into a handful of imine products. The selectivity of this process is caused by the solubility differences among possible imines in the EtOH-H2O solvent mixtures used in precipitation.
Synthesis and antifungal activity of N-aryl-N-benzylamines and of their homoallyl analogues
Garibotto, Francisco M.,Sortino, Maximiliano A.,Kouznetsov, Vladimir V.,Enriz, Ricardo D.,Zacchinoa, Susana A.
scheme or table, p. 149 - 161 (2011/06/27)
Ten N-aryl-N-benzylamines were synthesized and evaluated for their antifungal activity, which was compared with their homoallylamine analogues that possessed an allyl group in the carbon next to the nitrogen atom. Results indicated that the absence of the allyl group caused an enhancement of the antifungal activity which could be correlated with the flexibility of the alkyl chain between both aromatic groups. DFT calculations supported these differences in activity. ARKAT-USA, Inc.
One-pot synthesis and fluorescence properties of 2-arylquinolines
Sueki, Shunsuke,Okamoto, Chiharu,Shimizu, Isao,Seto, Keisuke,Furukawa, Yukio
supporting information; experimental part, p. 385 - 390 (2010/07/09)
The one-pot synthesis of 2-arylquinoline with arylamines, arylaldehyde, and 1,1-diethoxyethane were studied using a catalytic amount ytterbium triflate. Various 2-arylquinolines showed fluorescence properties and the fluorescence was quenched by introduci
