Szántó Gábor, Bombicz Petra, Grün Alajos, Kádas István
Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
Chirality. 2008 Nov;20(10):1120-6. doi: 10.1002/chir.20567.
Six active 4-aryl-5-nitro-pentan-2-ones were synthesized enantioselectively from the corresponding 5-aryl-butenones by asymmetric Michael addition of nitromethane using an imidazolidine-type enantioselective organocatalyst. The ee ratio of the products were between 67 and 100%, determined by HPLC with Chiracel OD. Molecular and crystal structure of 3,4-methylenedioxy-phenyl-5-nitro-pentan-2-one has been studied by single crystal X-ray diffraction.
通过使用咪唑烷型对映选择性有机催化剂，使硝基甲烷与相应的5-芳基丁烯酮进行不对称迈克尔加成反应，对映选择性地合成了六种活性4-芳基-5-硝基-戊-2-酮。使用Chiralcel OD高效液相色谱法测定，产物的对映体过量率在67%至100%之间。通过单晶X射线衍射研究了3,4-亚甲基二氧基苯基-5-硝基-戊-2-酮的分子和晶体结构。
