38503-20-7Relevant academic research and scientific papers
Epoxide Formation by Indirect Electroreductive Coupling between Aldehydes or Ketones and Activated gem-Dichloro Compounds
Oudeyer,Leonel,Paugam,Nedelec
, p. 389 - 400 (2004)
Epoxides are prepared by indirect electroreductive coupling of carbonyl compounds (aldehydes or ketones) and activated gem-dichloro compounds. This process is more efficient with aryl ketones than with aryl aldehydes. Though yields are only moderate, this
Chiral Macrocyclic Organocatalysts for Kinetic Resolution of Disubstituted Epoxides with Carbon Dioxide
Ema, Tadashi,Yokoyama, Maki,Watanabe, Sagiri,Sasaki, Sota,Ota, Hiromi,Takaishi, Kazuto
supporting information, p. 4070 - 4073 (2017/08/15)
Among chiral macrocycles 1 synthesized, 1m with the 3,5-bis(trifluoromethyl)phenylethynyl group was the best organocatalyst for the enantioselective synthesis of cyclic carbonates from disubstituted or monosubstituted epoxides and CO2. The X-ray crystal structure of 1m revealed a well-defined chiral cavity with multiple hydrogen-bonding sites that is suitable for the enantioselective activation of epoxides. A catalytic cycle proposed was supported by DFT calculations.
Enantioselective synthesis of (thiolan-2-yl)diphenylmethanol and its application in asymmetric, catalytic sulfur ylide-mediated epoxidation
Wu, Hsin-Yi,Chang, Chih-Wei,Chein, Rong-Jie
, p. 5788 - 5793 (2013/07/25)
This work describes an expeditious and efficient preparation of enantiopure (thiolan-2-yl)diphenylmethanol (2) featuring a double nucleophilic substitution and Shi epoxidation as key steps. One of the applications of its benzyl ether derivative to asymmetric sulfur ylide-mediated epoxidation with up to 92% ee (14 examples) was also demonstrated herein.
A new synthesis of trans-2,3-diaryloxiranes and 2-(1 H -benzo[ d ][1,2,3]-triazol-1-yl)-1-arylethanols via the reactions of 1-benzyl-3- methylbenzo-triazolium ylide with aryl aldehydes
Xiao, Xiaohui,Lin, Daqin,Tong, Shuitian,Mo, Hailan
experimental part, p. 2823 - 2826 (2011/12/21)
1-Benzyl-3-methylbenzotriazolium ylide was formed by the reaction of 1-benzyl-3-methylbenzotriazolium iodide with t-BuOK. Subsequently it reacted with various aryl aldehydes to give the corresponding trans-2,3-diaryloxiranes and 2-(1H-benzo-[d][1,2,3]triazol-1-yl)-1-arylethanols in moderate to high yields. Georg Thieme Verlag Stuttgart · New York.
