Highly Enantioselective Michael Addition of Cyclic Diketones to β,γ-Unsaturated α-Keto Esters Catalyzed by Squaramide Organocatalyst
| Autor: | Quan-Jian Lv, Chuan-Chuan Wang, Zhi-Wei Ma, Xiao-Pei Chen, Ai-Qin Li, Jing-Chao Tao |
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| Rok vydání: | 2022 |
| Předmět: | |
| Zdroj: | Synthesis. 54:1785-1792 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/s-0040-1719863 |
| Popis: | A new tertiary amine-squaramide organocatalyst has been developed and applied to the asymmetric Michael addition of cyclic diketones to β,γ-unsaturated α-keto esters. The catalyst system performed well with a low catalyst loading of 1 mol% under mild reaction conditions. A series of synthetically and pharmaceutically useful chiral bicyclic compounds were obtained in high yields (up to 97%) with excellent enantioselectivities (up to 99 % ee). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained. |
| Databáze: | OpenAIRE |
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