18873-03-5Relevant articles and documents
Asymmetric epoxidation of α,β-unsaturated ketones via an amine-thiourea dual activation catalysis
Zhang, Lu-Wen,Wang, Li,Ji, Nan,Dai, Si-Yang,He, Wei
supporting information, (2021/03/15)
A simple asymmetric epoxidation method is developed to effectively synthesize chiral α-carbonyl epoxides through an amine-thiourea dual activation catalysis. In this method, TBHP, as an oxidant, determined the reaction rate, and the chiral amine-thiourea catalyst effectively controlled the stereoselectivity of the reaction, and KOH promoted deprotonation. 22 examples of α,β-unsaturated ketones with various substituent groups are smoothly converted into α-carbonyl epoxides with moderate to excellent enantiomeric excess.
Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts
Jurczak, Janusz,Majdecki, Maciej,Tyszka-Gumkowska, Agata
supporting information, (2020/11/13)
A series of 20 one chiral epoxides were obtained with excellent yields (up to 99%) and enantioselectivities (up to >99% ee) using hybrid amide-based Cinchona alkaloids. Our method is characterized by low catalyst loading (0.5 mol %) and short reaction times. Moreover, the epoxidation process can be carried out in 10 cycles, without further catalyst addition to the reaction mixture. This methodology significantly enhance the scale of the process using very low catalyst loading.
Chiral calcium-catalyzed asymmetric epoxidation reactions using hydrogen peroxide as the terminal oxidant
Yamashita, Yasuhiro,Macor, Joseph Alexander,Fushimi, Seiya,Tsubogo, Tetsu,Kobayashi, Shū
, p. 847 - 850 (2018/09/10)
Asymmetric epoxidation reactions of chalcone derivatives catalyzed by chiral calcium complexes using hydrogen peroxide were developed. The epoxidation reactions proceeded smoothly to afford the desired products in good yields with good enantioselectivitie
