189161-37-3Relevant articles and documents
Manganese Catalyzed Enantioselective Epoxidation of α,β-Unsaturated Amides with H2O2
Ottenbacher, Roman V.,Kurganskiy, Vladimir I.,Talsi, Evgenii P.,Bryliakov, Konstantin P.
, p. 2778 - 2782 (2021/04/29)
Herewith, we report the enantioselective epoxidation of electron-deficient cis- and trans-α,β-unsaturated amides with the environmentally benign oxidant H2O2. The catalysts - manganese complexes with bis-amino-bis-pyridine and structurally related ligands - exhibit reasonably high efficiency (up to 100 TON) and excellent chemo- and enantioselectivity (up to 100% and 99% ee, respectively). Crucially, the cis-enamides epoxidation enantioselectivity and yield are dramatically enhanced by the presence of NH-moiety, which effect can be explained by the hydrogen bonding interaction between the cis-enamide substrate and the manganese based oxygen transferring species. (Figure presented.).
Highly efficient asymmetric epoxidation of electron-deficient α,β-enones and related applications to organic synthesis
Zheng, Changwu,Li, Yawen,Yang, Yingquan,Wang, Haifeng,Cui, Haifeng,Zhang, Junkang,Zhao, Gang
supporting information; experimental part, p. 1685 - 1691 (2011/02/25)
The asymmetric epoxidation of electrondeficient olefins has been achieved using inexpensive and readily available prolinols as catalysts with good to excellent yields and enantioselectivities. The utility of the resulting chiral epoxides was illustrated b
