37722-64-8Relevant articles and documents
β-Arylation of oxime ethers using diaryliodonium salts through activation of inert C(sp 3)-H bonds using a palladium catalyst
Peng, Jing,Chen, Chao,Xi, Chanjuan
, p. 1383 - 1387 (2016/02/05)
An efficient method of selective β-arylation of oxime ethers was realized by using a palladium catalyst with diaryliodonium salts as the key arylation reagents. The reaction proceeded smoothly through the activation of inert C(sp3)-H bonds to give corresponding ketones and aldehydes. This convenient procedure can be successfully applied to construct new C(sp3)-C(sp2) bonds on a number of complex molecules derived from natural products and thus serves as a practical synthetic tool for direct late-stage C(sp3)-H functionalization.
Palladium-catalyzed cross-coupling of cyclopropanol-derived ketone homoenolates with aryl bromides
Rosa, David,Orellana, Arturo
, p. 5420 - 5422 (2013/06/27)
The cross-coupling reaction of cyclopropanol-derived ketone homoenolates bearing β-hydrogens with aryl and hetaryl bromides has been achieved for the first time. This reaction is high yielding, is broad in scope and uses a simple catalytic system. Notably, the proposed palladium homoenolates do not undergo β-hydride elimination to the corresponding α,β- unsaturated ketones.
Enantioface-differentiating protonation with chiral γ-hydroxyselenoxides
Takahashi, Tamiko,Nakao, Naoki,Koizumi, Toru
, p. 3293 - 3308 (2007/10/03)
Enantioface-differentiating protonation of a chiral metal enolates of α-alkylcarbonyl compounds 7 has been developed using chiral γ-hydroxyselenoxides 1 as a proton source. Reaction of zinc bromide enolates of 2-benzyl- and 2-n-propylcyclohexanones with (S(Se))-1e gave (S)-2-benzylcyclohexanone 7a and (R)-2-n-propylcyclohexanone 7c in high enantiomeric excess, respectively. Intramolecular hydrogen bonding of the selenoxide 1, chelation effects between 1 and metal enolate, and 2-exo-hydroxy-10-bornyl-framework could contribute to this asymmetric induction.
