15982-59-9Relevant articles and documents
Oxovanadium(v)-catalyzed oxidative cross-coupling of enolates using O2as a terminal oxidant
Osafune, Yuma,Jin, Yuqing,Hirao, Toshikazu,Tobisu, Mamoru,Amaya, Toru
supporting information, p. 11697 - 11700 (2020/10/19)
The oxovanadium(v)-catalyzed oxidative cross-coupling of enolates using O2 as a terminal oxidant is reported, where a boron enolate and a silyl enol ether were employed as enolates. The redox behavior of V(v/iv) in this reaction under O2 was investigated by ESR and 51V NMR experiments.
Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones
Parida, Keshaba N.,Pathe, Gulab K.,Maksymenko, Shimon,Szpilman, Alex M.
, p. 992 - 997 (2019/12/23)
Due to their closely matched reactivity, the coupling of two dissimilar ketone enolates to form a 1,4-diketone remains a challenge in organic synthesis. We herein report that umpolung of a ketone trimethylsilyl enol ether (1 equiv) to form a discrete enol
Selective intermolecular oxidative cross-coupling of enolates
Amaya, Toru,Maegawa, Yusuke,Masuda, Takaya,Osafune, Yuma,Hirao, Toshikazu
, 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.