Enantioselective Synthesis of Diazobicyclic Oxadiazines via Organocatalytic [3+3]-Cycloaddition of γ-Hydroxy-α,β-Unsaturated Carbonyls with N,N′-Cyclic Azomethine Imines
| Autor: | Sung-Gon Kim, Sung Hyun Kang, Byung Jun Park |
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| Rok vydání: | 2023 |
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| Zdroj: | Synthesis. 55:1410-1418 |
| ISSN: | 1437-210X 0039-7881 |
| Popis: | A diastereo- and enantioselective synthesis of diazobicyclic oxadiazines was developed through an organocatalytic cycloaddition reaction. Asymmetric catalytic [3+3]-cycloaddition of γ-hydroxy-α,β-unsaturated carbonyls with N,N′-cyclic azomethine imines, using a squaramide-based catalyst, provided biologically important enantioenriched diazobicyclic oxadiazines in good yields with moderate to high diastereo- and enantioselectivities (up to 10:1 dr and 79:21 er). |
| Databáze: | OpenAIRE |
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