50289-28-6Relevant articles and documents
Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis
Chen, Dong-Huang,Sun, Wei-Ting,Zhu, Cheng-Jie,Lu, Guang-Sheng,Wu, Dong-Ping,Wang, Ai-E,Huang, Pei-Qiang
, p. 8827 - 8831 (2021/03/16)
The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.
Access to α-Arylglycines by Umpolung Carboxylation of Aromatic Imines with Carbon Dioxide
Guo, Chun-Xiao,Zhang, Wen-Zhen,Zhou, Hui,Zhang, Ning,Lu, Xiao-Bing
supporting information, p. 17156 - 17159 (2016/11/23)
A straightforward and transition-metal-free approach for the efficient synthesis of α-arylglycine derivatives from aromatic imines and carbon dioxide was enabled by an umpolung carboxylation reaction. Various substituted diphenylmethimines underwent the carboxylation smoothly with carbon dioxide in the presence of potassium tert-butoxide and 18-crown-6 to give the corresponding carboxylated products in good to high yields. Besides the enhancement of the solubility of potassium tert-butoxide in THF, 18-crown-6 also plays key roles in suppressing the reverse protonation or 1, 3-proton shift isomerization as well as by stabilizing the carboxylated intermediate.
Chiral lanthanum(III)-binaphthyldisulfonate complexes for catalytic enantioselective strecker reaction
Hatano, Manabu,Hattori, Yasushi,Furuya, Yoshiro,Ishihara, Kazuaki
supporting information; experimental part, p. 2321 - 2324 (2009/10/02)
A catalytic enantioselective Strecker reaction catalyzed by novel chiral lanthanum(III)-binaphthyl disulfonate complexes was developed. The key to promoting the reactions was a semistoichiometric amount of AcOH or i-PrCO2H, which takes advantage of HCN ge