1312775-52-2Relevant academic research and scientific papers
Organocatalytic Enantioselective γ-Elimination: Applications in the Preparation of Chiral Peroxides and Epoxides
Chen, Zhili,Gong, Xiangnan,Hu, Fangli,Huang, Shengli,Jia, Shiqi,Qin, Wenling,Tan, Yu,Xu, Da,Yan, Hailong
, p. 1934 - 1940 (2020)
An organocatalyzed enantioselective γ-elimination process has been achieved and applied in the kinetic resolution of peroxides to access chiral peroxides and epoxides. The reaction provided a pathway for the preparation of two useful synthetic and biologically important structural motifs through a single-step reaction. A range of substrates has been resolved with a selectivity factor up to 63. The obtained enantioenriched peroxides and epoxides allowed a series of transformations with retained optical purities.
Vanadyl species-catalyzed complementary β-oxidative carbonylation of styrene derivatives with aldehydes
Yang, Wen-Chieh,Weng, Shiue-Shien,Ramasamy, Anandhan,Rajeshwaren, Gobi,Liao, Yi-Ya,Chen, Chien-Tien
supporting information, p. 2385 - 2392 (2015/03/04)
A series of oxometallic species and metal acetylacetonates (acac) was examined as catalysts for oxidative carbonylation of styrene with benzaldehyde using t-butylhydroperoxide as the co-oxidant in warm acetonitrile. Among them, VO((acac)2 and vanadyl(iv) chloride were found to be the only catalyst class to achieve cross-coupling processes by judiciously tuning the ligand electronic attributes, leading to β-hydroxylation- and β-peroxidation-carbonylation of styrene, respectively, in a complementary manner. Mechanistic studies indicated that vanadyl-associated acyl radicals generated by t-butoxy radical-assisted, homolytic cleavage of the aldehyde C-H bond were involved in tandem processes with an exclusive syn diastereoselectivity in the case of β-methylstyrene. This journal is
Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides
Liu, Weiping,Li, Yuanming,Liu, Kaisheng,Li, Zhiping
supporting information; experimental part, p. 10756 - 10759 (2011/08/22)
A three-component reaction of alkenes, aldehydes, and hydroperoxides catalyzed by FeCl2 to β-peroxy ketones has been achieved. This three-component reaction can be also applied to the synthesis of α-carbonyl epoxides, through either a stepwise base-induced epoxidation of the separated β-peroxy ketone products or a one-pot process by simply adding base to the reaction mixture after the completion of the three-component reaction.
