Enantioselective synthesis of fused dihydropyranones via squaramide-catalyzed Michael addition/lactonization cascade reaction |
| |
| Authors: | Jialing Xian Lin Chen Ling Ye Yin Sun Zhichuan Shi Zhigang Zhao Xuefeng Li |
| |
| Affiliation: | 1. College of Chemistry and Environment Protection Engineering, Southwest Minzu University, Chengdu 610041, China;2. Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Chengdu 610052, China;3. Faculty of Geosciences and Environmental Engineering, Southwest Jiaotong University, Chengdu 610031, China |
| |
| Abstract: | A highly enantioselective (49–99% ee) Michael addition/lactonization cascade process has been developed to construct 3,4-dihydropyran-2-one in the presence of a bifunctional squaramide. Various α,β-unsaturated N-acyl heterocycles were well tolerated and afforded 3,4-dihydropyran-2-ones in moderate to excellent isolated yields (50–99%). Both cyclic and acyclic β-diketones functioned as appropriate donors. The resulting 3,4-dihydropyran-2-ones could be readily converted into oxadecalinones. |
| |
| Keywords: | Dihydropyranone β-diketone Michael addition Cascade reaction |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
