120331-99-9Relevant academic research and scientific papers
Selective intermolecular oxidative cross-coupling of enolates
Amaya, Toru,Maegawa, Yusuke,Masuda, Takaya,Osafune, Yuma,Hirao, Toshikazu
supporting information, p. 10072 - 10075 (2015/09/01)
Selective intermolecular oxidative cross-coupling of enolates, which is a bond-forming reaction between carbanion equivalents, remains as an unsolved issue despite its potential utility for the direct synthesis of unsymmetrical 1,4-diones. The main difficulty derives from the unavoidable homo-coupling. Our strategy depends on the selective one-electron oxidation of one enolate to afford an electrophilic carbonyl α-radical species, followed by trapping with another enolate. The present study demonstrates the selective oxovanadium(V)-induced cross-coupling between boron and silyl enolates.
Oxovanadium(v)-induced diastereoselective oxidative homocoupling of boron enolates
Amaya, Toru,Masuda, Takaya,Maegawa, Yusuke,Hirao, Toshikazu
supporting information, p. 2279 - 2281 (2014/03/21)
Oxovanadium(v)-induced dl-selective oxidative coupling of (Z)-boron enolate was demonstrated to give the corresponding 2,3-disubstituted 1,4-diketone in a good yield. High selectivity (up to 94:6) was attained when the reaction was performed with VO(OPr-i)2Cl at -30 °C. The Royal Society of Chemistry 2014.
