35556-58-2Relevant academic research and scientific papers
Peroxide- And transition metal-free electrochemical synthesis of α,β-epoxy ketones
Zhang, Mengxun,Chen, Tie,Fang, Shisong,Wu, Weihua,Wang, Xin,Wu, Haiqiang,Xiong, Yongai,Song, Jun,Li, Chenyang,He, Zhendan,Lee, Chi-Sing
supporting information, p. 2481 - 2486 (2021/04/02)
A novel electrochemical method for the synthesis of α,β-epoxy ketones is reported. With KI as the redox mediator, methyl ketones reacted with aldehydes under peroxide- and transition metal-free electrolytic conditions and afforded α,β-epoxy ketones in one pot (36 examples, 52-90% yield). This safe and environmental-friendly method has a broad substrate scope and can readily provide a variety of α,β-epoxy ketones in gram-scales for evaluation of their anti-cancer activities.
Asymmetric synthesis of new γ-butenolides: Via organocatalyzed epoxidation of chalcones
Vieira, Lucas C. C.,Matsuo, Bianca T.,Martelli, Lorena S. R.,Gall, Mayara,Paix?o, Marcio W.,Corrêa, Arlene G.
supporting information, p. 6098 - 6103 (2017/08/02)
γ-Butenolides have been recognized as an important structural framework in a number of natural products and medicinally important agents. In this work we describe a new metal-free sequential strategy for the asymmetric synthesis of substituted γ-butenolides having epoxychalcones as the advanced intermediate. Using the optimized reaction conditions, we were able to carry out the three-step sequence, epoxidation, olefination and hydrolysis, with only one single chromatographic purification of the final product, furnishing new enantiomerically enriched γ-butenolides in moderate overall yield and good enantiomeric excess.
Synthetic Enzymes. Part 2. Catalytyc Asymmetric Epoxidation by means of Polyamino-acids in a Triphase System
Julia, Sebastian,Guixer, Joan,Masana, Jaume,Rocas, Jose
, p. 1317 - 1324 (2007/10/02)
The asymmetric epoxidation of several chalcones and other electron-poor olefins, in the presence of catalytic amounts of poly-(S)-amino-acids in a triphase system with optical yields of up to 96percent is described.The influence of the molecular structure of the catalysts and substrates, the solvent, and the temperature on the stereochemistry is discussed.
Involvement of Zwitterionic Perepoxide Intermediate in Photooxygenation of α,β-Unsaturated Aromatic Ketones
Chawla, H. M.,Chakrabarty, Kakoli,Prakash, Anil,Chibber, S. S.
, p. 507 - 508 (2007/10/02)
Plausible involvement of a zwitterionic perepoxide intermediate in dye-sensitized photooxygenation of α,β-unsaturated aromatic ketones has been suggested.The carbonyl group in such compounds appears to have only a steric influence.
