Catalytic asymmetric aza Diels–Alder reactions of hydrazones using a chiral zirconium catalyst
| Autor: | Shu Kobayashi, Yasuhiro Yamashita, Yumiko Mizuki |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
chemistry.chemical_classification
Zirconium Organic Chemistry chemistry.chemical_element Hydrazone General Medicine Optically active Biochemistry Catalysis chemistry.chemical_compound Formal synthesis chemistry Coniine Drug Discovery Diels alder Organic chemistry Aza-Diels–Alder reaction Lewis acids and bases |
| Zdroj: | Tetrahedron Letters. 46:1803-1806 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2005.01.111 |
| Popis: | Catalytic asymmetric aza Diels–Alder reactions of acylhydrazones with Danishefsky’s dienes have been developed. A chiral zirconium complex derived from zirconium propoxide and 3,3′,6,6′-I4BINOL was found to be effective in this reaction, and the desired optically active 2,3-dihydro-4-pyridone derivatives were obtained with high enantioselectivities. Asymmetric formal synthesis of a natural product, coniine, was conducted using this catalytic asymmetric reaction as a key step. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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