1392115-18-2Relevant academic research and scientific papers
Direct asymmetric allylic alkenylation of N-itaconimides with Morita-Baylis-Hillman carbonates
Yang, Wenguo,Tan, Davin,Li, Lixin,Han, Zhiqiang,Yan, Lin,Huang, Kuo-Wei,Tan, Choon-Hong,Jiang, Zhiyong
experimental part, p. 6600 - 6607 (2012/10/08)
The asymmetric allylic alkenylation of Morita-Baylis-Hillman (MBH) carbonates with N-itaconimides as nucleophiles has been developed using a commercially available Cinchona alkaloid catalyst. A variety of multifunctional chiral α-methylene-β-maleimide esters were attained in moderate to excellent yields (up to 99%) and good to excellent enantioselectivities (up to 91% ee). The origin of the regio- and stereoselectivity was verified by DFT methods. Calculated geometries and relative energies of various transition states strongly support the observed regio- and enantioselectivity.
