Silver-Catalyzed Asymmetric Desymmetrization of Cyclohexadienones via Van Leusen Pyrrole Synthesis
作者:Mohamed Ahmed Abozeid、Hun Young Kim、Kyungsoo Oh
DOI:10.1021/acs.orglett.2c00240
日期:2022.3.11
catalytic asymmetric desymmetrization of cyclohexadienones was accomplished via Van Leusen pyrrole synthesis in the presence of a chiral silver catalyst. The ready access to chiral-fused pyrrole derivatives is attributed to the identification of a suitable isocyanomethyl sulfone surrogate, NasMIC. The current Ag(I)–chiral phosphino-carboamide ligand system can be extended to the kinetic resolution
在手性银催化剂存在下,通过 Van Leusen 吡咯合成实现了环己二烯酮的催化不对称去对称化。易于获得手性稠合吡咯衍生物归因于合适的异氰基甲基砜替代物 NasMIC 的鉴定。目前的 Ag(I)-手性膦基-碳酰胺配体系统可以扩展到外消旋环己二烯酮的动力学拆分,利用来自 AgSbF 6、手性配体 ( L *)、环己二烯酮和 NasMIC 的手性四元配合物的不同反应性。
Copper‐Catalyzed Olefination of 4‐CF
<sub>3</sub>
‐Substituted Cyclohexadienones Using Sulfonylmethyl Isocyanides: An Electrostatic Repulsion‐Controlled Regioselectivity Switch Strategy
作者:Seungwon Lee、Mohamed Ahmed Abozeid、Hun Young Kim、Kyungsoo Oh
DOI:10.1002/adsc.202201333
日期:2023.2.21
was shown to exert a pronounced electrostatic repulsion effect to give the olefination products via a preferential [3+2] cycloaddition with the ketone moiety followed by a facile fragmentation of transient oxazoline intermediates. The current Cu(II)-catalyzed olefination of 4-CF3-substituted cyclohexadienones demonstrates the reaction dichotomy involving a CF3-controlled 1,2-addition over a Van Leusen