文献类型：期刊文献

英文题名：Novel N,O-Cu(OAc)₂ complex catalysed diastereo- and enantioselective 1,4-addition of glycine derivatives to alkylidene malonates

作者：Wang, Ming[1];Shi, Yu-Hua[1];Luo, Jun-Fei[1];Du, Wenting[1];Shi, Xiao-Xin[1];Fossey, John S.[1,2];Deng, Wei-Ping[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[2]Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

年份：2011

卷号：1

期号：1

起止页码：100

外文期刊名：CATALYSIS SCIENCE & TECHNOLOGY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000294004500013)】；

基金：WPD thanks financial support from the New Century Excellent Talents in University, the Ministry of Education, China (no. NCET-07-0283), the Shanghai Committee of Science and Technology (grant no. 06PJ14023) and "111" Project (no. B07023). JSF thanks ECUST for visiting Professorship, ERDF AWMII and the University of Birmingham for support. WPD and JSF thank the CAtalysis and Sensing for our Environment (CASE) network, and the CASE09 workshop at ECUST for networking opportunities.

语种：英文

摘要：Newly developed chiral N,O-Cu(OAc)(2) complexes were found to catalyse the diastereo- and enantioselective 1,4-addition of glycine derivatives to alkylidene malonates to afford 3-aryl glutamic acids derivatives in good yields (82-98%) and high stereoselectivities (up to 83% for anti and 90% for syn adducts, respectively). High optical purity anti adducts (up to 99% ee) can be obtained after simple recrystallisation, and their conversion to free 3-aryl glutamic acids was demonstrated by a representative example, chlorpheg, via a one pot process in 72% yield.