Organocatalytic Michael–Knoevenagel–Hetero-Diels–Alder Reactions: An Efficient Asymmetric One-Pot Strategy to Isochromene Pyrimidinedione Derivatives

Synthesis of isochromene pyrimidinedione derivatives having five stereocenters has been achieved by a one-pot Michael–Knoevenagel condensation–inverse-electron-demand hetero-Diels–Alder reaction of α, β-unsaturated aldehydes, olefinic nitroalkanes, and 1,3-dimethylbarbituric acid via a one-pot strategy with excellent diastereo- and enantioselectivities (up to 99% ee). The structures and absolute configurations of the products were confirmed by X-ray analysis.

通过以α,β-不饱和醛、烯烃型硝基烷烃与1,3-二甲基巴比妥酸为原料的一锅法Michael-Knoevenagel缩合-反电子需求杂Diels-Alder反应，成功合成了带有五个手性中心的异色并嘧啶二酮衍生物，该反应展现出优异的非对映选择性与对映选择性（对映体过量值最高可达99% ee）。产物的结构及绝对构型经X射线衍射分析得以确证。