Asymmetric Intramolecular C–H Insertion Promoted by Dirhodium(II) Carboxylate Catalyst Bearing Axially Chiral Amino Acid Derivatives
| Autor: | Takuya Murai, Takumi Furuta, Wenjie Lu, Takeo Kawabata, Xu Pei, Takahiro Sasamori, Norihiro Tokitoh |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Stereochemistry Organic Chemistry Crystal structure 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Amino acid Catalysis chemistry.chemical_compound chemistry Intramolecular force Carboxylate Axial symmetry |
| Zdroj: | Synlett. 28:679-683 |
| ISSN: | 1437-2096 0936-5214 |
| DOI: | 10.1055/s-0036-1588674 |
| Popis: | A dirhodium(II) carboxylate catalyst bearing axially chiral amino acid derivatives is prepared. X-ray crystal structure analysis reveals that four of the bridging ligands are aligned in a C 2-symmetry-like conformation. This catalyst is effective in the asymmetric intramolecular C–H insertion of α-aryl-α-diazoacetates to α-aryl-β-substituted γ-lactones with a reasonable level of diastereo- and enantioselectivity, especially in the reaction of phenyl- and β-naphthyl-substituted substrates. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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