40327-65-9Relevant articles and documents
Asymmetric Epoxidation of Enones Promoted by Dinuclear Magnesium Catalyst
Jaszczewska-Adamczak, Joanna A.,Mlynarski, Jacek
supporting information, p. 4247 - 4255 (2021/07/17)
Asymmetric synthesis with cheaper and non-toxic alkaline earth metal catalysts is becoming an important and sustainable alternative to conventional catalytic methodologies mostly relying on precious metals. In spite of some sustainable methods for enantioselective epoxidation of enones, the development of a well-defined and efficient catalyst based on magnesium complexes for these reactions is still a challenging task. In this perspective, we present the application of chiral dinuclear magnesium complexes for asymmetric epoxidation of a broad range of electron-deficient enones. We demonstrate that the in situ generated magnesium-ProPhenol complex affords enantioenriched oxiranes in high yields and with excellent enantioselectivities (up to 99% ee). Our extensive study verifies the literature data in this area and provides a step forward to better understand the factors controlling the oxygenation process. Elaborated catalyst offers mild reaction conditions and a truly wide substrate scope. (Figure presented.).
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 (2020/03/24)
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.
Development of the Julia asymmetric epoxidation reaction. Part 1. Application of the oxidation to enones other than chalcones
Lasterra-Sanchez, M. Elena,Felfer, Ulfried,Mayon, Patrick,Roberts, Stanley M.,Thornton, Steven R.,Todd, Christine J.
, p. 343 - 348 (2007/10/03)
Asymmetric epoxidation of a variety of enones 3, 6, 8, 10, 12, 14, 16, 18, 21, 22, 26, 28-30 and 36 gives the corresponding oxiranes in good to excellent yield and optical purity. The oxidation medium consists of basic peroxide or sodium perborate or sodi