13863-27-9Relevant articles and documents
Structural requirements for palladium catalyst transfer on a carbon-carbon double bond
Nojima, Masataka,Ohta, Yoshihiro,Yokozawa, Tsutomu
, p. 5682 - 5685 (2015)
Intramolecular transfer of tBu3PPd(0) on a carbon-carbon double bond (C=C) was investigated by using Suzuki-Miyaura coupling reaction of dibromostilbenes with aryl boronic acid or boronic acid esters in the presence of various additi
Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol
Chen, Fener,Cheng, Dang,Huang, Huashan,Jiang, Meifen,Liu, Minjie,Qu, Hongmin,Xia, Yingqi,Xiong, Tong,Zhang, Yan
supporting information, p. 11557 - 11570 (2021/09/02)
A unified strategy for an efficient and high diastereo- and enantioselective synthesis of (-)-chloramphenicol, (-)-azidamphenicol, (+)-thiamphenicol, and (+)-florfenicol based on a key catalytic syn-selective Henry reaction is reported. The stereochemistry of the ligand-enabled copper(II)-catalyzed aryl aldehyde Henry reaction of nitroethanol was first explored to forge a challenging syn-2-amino-1,3-diol structure unit with vicinal stereocenters with excellent stereocontrol. Multistep continuous flow manipulations were carried out to achieve the efficient asymmetric synthesis of this family of amphenicol antibiotics.
Ni(4?Tbustb)3: A robust 16-electron Ni(0) olefin complex for catalysis
Nattmann, Lukas,Cornella, Josep
supporting information, p. 3295 - 3300 (2020/10/12)
Sixteen-electron Ni(0) complexes bearing trans-stilbene derivative ligands have been shown to display a high degree of stability toward oxidation in the solid state. A structural analysis of a unique family of tris Ni(0) stilbene complexes revealed a remarkable effect of the steric hindrance of the substituents at the para position of the stilbene unit to temperature, oxidation, and degradation in solution. From these analyses, Ni(4?tBustb)3 arose as a long-term air-, bench-. and temperature-stable Ni(0) complex. Importantly, Ni(4?tBustb)3 presents faster kinetic profiles and a broader scope as a Ni(0) source, thus outperforming the previously described Ni(4?CF3stb)3 in a variety of relevant Ni-catalyzed transformations.
An alkene-promoted borane-catalyzed highly stereoselective hydrogenation of alkynes to give Z- And E-alkenes
Liu, Yongbing,Hu, Lianrui,Chen, Hui,Du, Haifeng
supporting information, p. 3495 - 3501 (2015/03/04)
The stereoselective hydrogenation of alkynes to alkenes is an extremely useful transformation in synthetic chemistry. Despite numerous reports for the synthesis of Zalkenes, the hydrogenation of alkynes to give E-alkenes is still not well resolved. In particular, selective preparation of both Z- and E-alkenes by the same catalytic hydrogenation system using molecular H2 has rarely been reported. In this paper, a novel strategy of using simple alkenes as promoters for the HB(C6F5)2-catalyzed metal-free hydrogenation of alkynes was adopted. Significantly, both Z - and E-alkenes can be furnished by hydrogenation with molecular H2 in high yields with excellent stereoselectivities. Further experimental and theoretical mechanistic studies suggest that interactions between H and F atoms of the alkene promoter, borane intermediate, and H2 play an essential role in promoting the hydrogenolysis reaction.
