66875-48-7Relevant academic research and scientific papers
Electron-deficient olefin ligands enable generation of quaternary carbons by Ni-catalyzed cross-coupling
Huang, Chung-Yang,Doyle, Abigail G.
supporting information, p. 5638 - 5641 (2015/05/20)
A Ni-catalyzed Negishi cross-coupling with 1,1-disubstituted styrenyl aziridines has been developed. This method delivers valuable β-substituted phenethylamines via a challenging reductive elimination that affords a quaternary carbon. A novel electron-deficient olefin ligand, Fro-DO, proved crucial for achieving high rates and chemoselectivity for C-C bond formation over β-H elimination. This ligand is easy to access, is stable, and presents a modular framework for reaction discovery and optimization. We expect that these attributes, combined with the fact that the ligands impart distinct electronic properties to a metal, will support the invention of new transformations not previously possible using established ligands.
Highly enantioselective hydrogenation of β,β-disubstituted nitroalkenes
Li, Shengkun,Huang, Kexuan,Cao, Bonan,Zhang, Jiwen,Wu, Wenjun,Zhang, Xumu
supporting information; experimental part, p. 8573 - 8576 (2012/09/10)
Building the building blocks: A highly enantioselective hydrogenation of ?-aryl-?-alkyl disubstituted nitroalkenes 1 has been developed. This method results in enantiomerically pure nitroalkanes 2, which are versatile precursors for chemical synthesis.
Acetolysis of 2-Aryl-1-methylpropyl Systems: Mechanism of the Formation of the Retained Product without Neighbouring Group Participation
Kinoshita, Tomomi,Takemoto, Masaki,Shibayama, Koichi,Takeuchi, Ken'ichi
, p. 2153 - 2174 (2007/10/02)
threo-2--1-(13C)methylpropyl p-bromobenzenesulphonate (threo-(13C)1-OBs) has been solvolyzed in acetic acid to give rise to the retained threo-1-OAc which contains a small amount of threo-(13C)1-OAc accompanying no 13C-scrambling.At 75percent conversion, the isomerized erythro-1-OBs has been obtained along with the unchanged threo-1-OBs.Also, the erythro-1-OTs has been found at 50percent conversion in the presence of NaOTs.These stereochemical results indicate strongly that the acetate with the retained configuration accompanying no 13C-scrambling is formed via isomerization of the substrate by inversive anion exchange and a successive ks pathway with configurational inversion.Such a retained product was not detected in the acetolysis of threo-1-methyl-2-phenylpropyltoluene-p-sulphonate with no electron withdrawing substituent.
Solvolysis of 2-aryl-exo-5,6-trimethylene-2-norbornyl p-nitrobenzoates as a reference of 2-aryl-2-norbornyl p-nitrobenzoates solvolysis. Further evidence for the unimportance of σ-participation in the solvolysis of 2-aryl-2-norbornyl derivatives
Takeuchi, Ken'ichi,Kurosaki, Takeshi,Okamoto, Kunio
, p. 1557 - 1563 (2007/10/02)
The rates of solvolysis of 2 - aryl - exo - 5,6 - trimethylene - exo - and endo - 2 - norbornyl p-nitrobenzoates (7 and 8, respectively) with representative substituents [p-CH3O, p-CH3, H, m-CF3, p-CF3, and 3,5-
