Enantioselective catalysis of carbonyl-ene and Friedel–Crafts reactions with trifluoropyruvate by ‘naked’ palladium(II) complexes with SEGPHOS ligands
| Autor: | Noboru Sayo, Yuji Kawakami, Kohsuke Aikawa, Hidenori Kumobayashi, Koichi Mikami, Takao Saito, Satoshi Kainuma |
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| Rok vydání: | 2004 |
| Předmět: |
SEGPHOS
Organic Chemistry Enantioselective synthesis chemistry.chemical_element General Medicine Dihedral angle Medicinal chemistry Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Organic chemistry Physical and Theoretical Chemistry Selectivity Friedel–Crafts reaction Ene reaction Palladium |
| Zdroj: | Tetrahedron: Asymmetry. 15:3885-3889 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/j.tetasy.2004.10.022 |
| Popis: | Chiral dicationic SEGPHOS–Pd(II) complex gives high chemical yield, ( E )-olefin selectivity, anti -diastereoselectivity, along with high enantioselectivity even with less reactive mono- and 1,2-disubstituted olefins in this much less reactive ketone-ene reactions. The high levels of enantioselectivity not only in carbonyl-ene but also in Friedel–Crafts reactions stem from the effective shielding with diphenyl groups on phosphines caused by the narrow dihedral angle of metal complexes with SEGPHOS. |
| Databáze: | OpenAIRE |
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