Zong Yan, Zou Xiaomei, Song Jingyuan, Chen Gen-Qiang, Zhang Xumu
Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Department of Chemistry, and Medi-Pingshan, Southern University of Science and Technology, Shenzhen 518000, People's Republic of China.
Academy for Advanced Interdisciplinary Studies, Southern University of Science and Technology, Shenzhen 518000, People's Republic of China.
Org Lett. 2023 Sep 22;25(37):6875-6880. doi: 10.1021/acs.orglett.3c02565. Epub 2023 Sep 11.
Chlorohydrins and oxaheterocycles are synthetically valuable building blocks for diverse natural products and therapeutic substances. A highly efficient Ir/-phamidol-catalyzed asymmetric hydrogenation of ω-chloroketones was successfully developed, and various chlorohydrins and oxaheterocycles were obtained divergently with excellent yields and enantioselectivities (up to >99% yield and >99% ee). Synthetic utilities of this divergent transformation were demonstrated by gram-scale synthesis of key intermediates of several enantiomerically enriched drugs via this catalytic methodology.
氯醇和氧杂环是用于多种天然产物和治疗性物质的具有合成价值的结构单元。成功开发了一种高效的铱/手性酰胺醇催化的ω-氯代酮不对称氢化反应，以优异的产率和对映选择性（高达>99%的产率和>99%的对映体过量）发散性地得到了各种氯醇和氧杂环。通过这种催化方法对几种对映体富集药物的关键中间体进行克级规模合成，证明了这种发散性转化的合成效用。
