96784-46-2Relevant academic research and scientific papers
Rh(I)-catalyzed asymmetric 1,2-addition to α-diketones with chiral sulfur-alkene hybrid ligands
Feng, Xiangqing,Nie, Yanzhao,Yang, Jing,Du, Haifeng
, p. 624 - 627 (2012)
This paper describes a Rh(I)-catalyzed highly efficient and enantioselective 1,2-addition of arylboronic acids to α-diketones with the use of a simple sulfur-alkene hybrid ligand. With as low as a 0.1 mol % catalyst loading, a variety of optically active
Ethylene Dications Substituted with Electron-Donating Groups
Ohwada, Tomohiko,Shudo, Koichi
, p. 5227 - 5237 (2007/10/02)
Direct spectroscopic observations were made of substituted ethylene dications bearing ?-stabilizing groups such as an aryl, a hydroxy, or a methoxy group in a strong acid, trifluoromethanesulfonic acid (TFSA).Based on the spectroscopic evidence, we reached the following conclusions. (1) 1,1-Diaryl-2-hydroxy-2-methoxyethylene dications, 1,1-diaryl-2,2-dihydroxyethylene dications, and 1,1,2-triaryl-2-hydroxyethylene dications are discrete intermediates in the electrocyclization reaction to yield the fluorene and phenanthrol in TFSA. (2) Several dications bearing methoxy substituents on the aromatic rings are formed in trifluoroacetic acid (TFA). (3) NMR spectra suggested the nonplanar structures of O-protonated α-carbonyl diarylmethyl dications at the central C-C bond. (4) 1,2-Diaryl-1,2-dihydroxyethylene dications and 1-aryl-1,2,2-trihydroxyethylene dications are very stable.Ab initio MO calculations showed that 1,2-dihydroxyethylene dications are more stable than 1,1-dihydroxyethylene dications.
The Facile Synthesis of Dihydrofurans by the Oxidation of Olefins with Tris(2,4-pentanedionato)manganese(III)
Nishino, Hiroshi
, p. 1922 - 1927 (2007/10/02)
Eleven olefins were oxidized with tris(2,4-pentanedionato)manganese(III) at the reflux temperature to give the corresponding 3-acetyl-2-methyl-4,5-dihydrofurans in good yields.The oxidation of 9-benzylidene-9,10-dihydroanthracene under the same reaction conditions did not produce the corresponding dihydrofuran, but 9--9,10-dihydroxyanthracene.When 1,1-diphenylethene was oxidized at room temperature, 3-acetyl-2-hydroperoxy-2-methyl-5,5-diphenyltetrahydrofuran was obtained in a high yield.The effects of the solvent and the additives on the yield of dihydrofuran, the comparable reactivities of other (2,4-pentanedionato)metal complexes, such as Co(III), Cr(III), Fe(III), and Cu(II), and the reaction mechanism are discussed.
Reaction of Olefins with Malonamide in the Presence of Manganese(III) Acetate. Formation of α,β-Unsaturated γ-Lactones and γ-Lactams
Nishino, Hiroshi
, p. 217 - 222 (2007/10/02)
The reaction of olefins with malonamide in the presence of manganese(III) acetate gave 2-buten-4-olides and/or 1H-pyrrol-2(5H)-ones in one-step, short reaction time and moderate yields.The product distribution can be accounted for in terms of the stabilization of the intermediate carbocation in the oxidation process.The synthetic application and limitation, and the oxidation mechanism for the formations of α,β-unsaturated γ-lactones and γ-lactams are discussed.
