76435-48-8Relevant academic research and scientific papers
Organocatalytic Biomimetic Decarboxylative Aldol Reaction of Fluorinated β-Keto Acids with Unprotected Isatins
Li, Yin-Long,Wang, Xue-Lin,Xiao, Dan,Liu, Ming-Ying,Du, Yunfei,Deng, Jun
supporting information, p. 4147 - 4152 (2018/09/25)
A facile asymmetric synthesis of fluorinated 3-hydroxyoxindoles through the biomimetic decarboxylative aldol reaction of fluorinated β-keto acids with unprotected isatins catalyzed by quinine-derived urea catalyst has been achieved. One of the features of this work is that the easily available α, α-difluoro/α-monofluoro-β-keto acids have been first applied in the enantioselective synthesis of fluorinated compounds as the masked fluoroenolates. Furthermore, the utility of this method was demonstrated by its ability to access a series of difluorinated 3-hydroxyoxindoles with up to 95% ee and monofluorinated 3-hydroxyoxindoles with up to 90 : 10 d.r. and 94% ee. (Figure presented.).
Iridium-Catalyzed Asymmetric Hydrogenation of Tetrasubstituted α-Fluoro-β-enamino Esters: Efficient Access to Chiral α-Fluoro-β-amino Esters with Two Adjacent Tertiary Stereocenters
Han, Zhengyu,Guan, Yu-Qing,Liu, Gang,Wang, Rui,Yin, Xuguang,Zhao, Qingyang,Cong, Hengjiang,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 6349 - 6353 (2018/10/15)
An iridium-catalyzed highly efficient asymmetric hydrogenation of challenging tetrasubstituted α-fluoro-β-enamino esters was successfully developed using bisphosphine-thiourea (ZhaoPhos) as the ligand, which prepared a series of chiral α-fluoro-β-amino esters containing two adjacent tertiary stereocenters with high yields and excellent diastereoselectivities/enantioselectivities (73%-99% yields, >25:1 dr, 91%>99% ee, and turnover number (TON) values up to 8600), and no defluorinate byproduct was detected.
