Enantioselective synthesis of dihydropyrazoles by formal [4+1] cycloaddition of in situ-derived azoalkenes and sulfur ylides
| Autor: | Fangfang Pan, Carsten Bolm, Jia-Rong Chen, Manuel Jörres, Mathieu Candy, Wanrong Dong |
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| Rok vydání: | 2012 |
| Předmět: |
Models
Molecular Molecular Structure Chemistry Enantioselective synthesis chemistry.chemical_element Stereoisomerism General Chemistry Alkenes Crystallography X-Ray Biochemistry Sulfur Cycloaddition Catalysis chemistry.chemical_compound Colloid and Surface Chemistry Cyclization Organometallic Compounds Organic chemistry Pyrazoles Azo Compounds BINAP |
| Zdroj: | Journal of the American Chemical Society. 134(16) |
| ISSN: | 1520-5126 |
| Popis: | An unprecedented strategy to access highly enantioenriched dihydropyrazoles is described. It involves formal [4+1] cycloadditions of in situ-derived azoalkenes and sulfur ylides catalyzed by a chiral copper/Tol-BINAP complex. A variety of synthetically and biologically important dihydropyrazoles have been obtained with high enantioselectivities (up to 97:3 er) in good yields (83-97%). |
| Databáze: | OpenAIRE |
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