Iron(II) and Zinc(II) Complexes with Designed pybox Ligand for Asymmetric Aqueous Mukaiyama-Aldol Reactions
| Autor: | Jacek Mlynarski, Bartosz Rakiel, Joanna Jankowska, Joanna Paradowska |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution Silylation Ligand Chemistry organic chemicals Chiral ligand Organic Chemistry Enantioselective synthesis General Medicine Chiral Lewis acid Enol Medicinal chemistry Catalysis chemistry.chemical_compound Aldol reaction Enol ether Organic chemistry Aldol condensation Lewis acids and bases Enantiomeric excess |
| Zdroj: | The Journal of Organic Chemistry. 72:2228-2231 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo0621470 |
| Popis: | An iron(II) complex with a hindered hydroxyethyl-pybox (he-pybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aromatic silyl enol ethers with a range of aldehydes with good yields, excellent syn-diastereoselectivity and up to 92% ee. The combination of the same ligand with ZnII salt is also demonstrated as a remarkably efficient and water-compatible chiral Lewis acid. |
| Databáze: | OpenAIRE |
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