Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University, Beijing 100875, China.
Research Institute of Petroleum Processing, SINOPEC, Beijing 100083, China.
Org Lett. 2022 Apr 15;24(14):2722-2727. doi: 10.1021/acs.orglett.2c00826. Epub 2022 Apr 1.
A highly efficient asymmetric hydrogenation of a series of γ-keto acid derivatives, including γ-keto acids, esters, and amides, using a Ni-(,)-QuinoxP* complex as the catalyst has been developed to afford chiral γ-hydroxy acid derivatives with excellent enantioselectivities, up to 99.9% ee. This method provides not only an economical one-pot approach for the synthesis of chiral γ-lactones but also access to ()-norfluoxetine, an inhibitor of neural serotonin reuptake and an essential intermediate for pharmaceutical synthesis.
发展了一种高效的不对称氢化方法，使用 Ni-(,)-QuinoxP* 配合物作为催化剂，可将一系列 γ-酮酸衍生物（包括 γ-酮酸、酯和酰胺）高效地转化为具有优异对映选择性的手性 γ-羟基酸衍生物，对映体过量值最高可达 99.9%。该方法不仅为手性 γ-内酯的合成提供了一种经济的一锅法途径，还为神经血清素再摄取抑制剂（）- norfluoxetine 的合成提供了关键中间体，后者是一种重要的药物合成中间体。
