4423-54-5Relevant academic research and scientific papers
Mild Cu-Catalyzed Oxidation of Benzylic Boronic Esters to Ketones
Grayson, James D.,Partridge, Benjamin M.
, p. 4296 - 4301 (2019/05/14)
The oxidation of benzylic boronic esters directly to the ketone is reported. This mild Cu-catalyzed method uses an ambient atmosphere of air as the terminal oxidant and is notably chemoselective. Oxidation of the C-B bond occurs selectively, even in the presence of unprotected alcohols. Initial investigation suggests the reaction proceeds through an alkylboron to Cu transmetalation, peroxide formation, and rearrangement to give the carbonyl.
Enantiospecific Brook Rearrangement of Tertiary Benzylic α-Hydroxysilanes
Collados, Juan F.,Ortiz, Pablo,Pérez, Juana M.,Xia, Yiyin,Koenis, Mark A. J.,Buma, Wybren J.,Nicu, Valentin P.,Harutyunyan, Syuzanna R.
, p. 3900 - 3903 (2018/08/17)
The Brook rearrangement of simple, chiral tertiary benzylic α-hydroxysilanes is presented. The rearrangement followed by proton trapping is enantiospecific and proceeds with inversion of the configuration at the carbon center. Importantly, the [1,2]-Brook
Air-assisted addition of grignard reagents to olefins. A simple protocol for a three-component coupling process yielding alcohols
Nobe, Youhei,Arayama, Kyohei,Urabe, Hirokazu
, p. 18006 - 18007 (2007/10/03)
Silylmethyl, tertiary-alkyl, alkenyl, and aryl Grignard reagents underwent intermolecular addition to olefins, such as styrenes, conjugated dienes, and enynes under an air atmosphere to give homologated alcohols. For example, (trimethylsilyl)methylmagnesi
Thermolabile Hydrocarbons, XX. Synthesis, Structure, and Strain of Sym. Tetraalkyl-1,2-diarylethanes
Kratt, Guenter,Beckhaus, Hans-Dieter,Lindner, Hans Joerg,Ruechardt, Christoph
, p. 3235 - 3263 (2007/10/02)
The syntheses of 18 1,1,2,2-tetraalkyl-1,2-diarylethanes 1 - 4 by dimerisation procedures starting with 10 - 13 are reported.In the absence of p-substituents X and with increasing alkyl side chains the α,p-dimers 6 or their aromatic counter parts 7 are obtained besides or instead of 1.The relationships between strain enthalpy Hs, bond lengths, bond angles, torsional angles, and rotational barrier are discussed on the basis of force field calculations.They are supported by two additional experimental structure determinations by X-ray diffraction.
