Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones

作者：Kong, Xiangwen; Yu, Fang; Niu, Shengtong; Gong, Fan; Yang, Shuang; Liu, Jinggong; Luo, Benlong^*; Fang, Xinqiang^*

来源：CHINESE CHEMICAL LETTERS, 2022, 33(6): 2997-3002.

DOI：10.1016/j.cclet.2021.11.070

• Copper catalysis
• alpha-Diketones
• Diversified annulations
• Substituents-controlled reactivities
• Atom economy

Copper-catalyzed divergent annulations between alpha-diketones and alkynyl alpha-diketones have been achieved, delivering a series of highly functionalized and biologically important cis-hexahydro-2H-cyclopenta[b]furan (HCPF) and 2-hydroxydihydrofuran-3(2H)-one (HDFO) products with high levels of stereoselectivity under identical conditions. The protocol features the use of earth-abundant copper catalyst, mild conditions, shortening synthetic routes in constructing different molecular frameworks, and reducing the corresponding possible waste production. The substituents of the nucleophilic alpha-diketones play crucial roles in switching the reaction pathways.

• 单位
  中国科学院研究生院; 广州中医药大学; 中国科学院福建物质结构研究所; 广东省人民医院