Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark.
Org Lett. 2012 Mar 16;14(6):1516-9. doi: 10.1021/ol3002514. Epub 2012 Feb 29.
An enantioselective synthesis of γ-nitroesters by a one-pot asymmetric Michael addition/oxidative esterification of α,β-unsaturated aldehydes is presented. The procedure is based on merging the enantioselective organocatalytic nitroalkane addition with an N-bromosuccinimide-based oxidation. The γ-nitroesters are obtained in good yields and enantioselectivities, and the method provides an attractive entry to optically active γ-aminoesters, 2-piperidones, and 2-pyrrolidones.
本文报道了一种通过一锅不对称迈克尔加成/氧化酯化反应制备γ-硝基酯的对映选择性合成方法。该方法基于将对映选择性有机催化硝基烷加成反应与 N-溴代琥珀酰亚胺氧化反应合并。γ-硝基酯以良好的收率和对映选择性得到，该方法为光学活性γ-氨基酯、2-哌啶酮和 2-吡咯烷酮提供了一种有吸引力的途径。
