Enantioselective Direct Alkynylation of Ketones Catalyzed by Chiral CCN Pincer RhIIIComplexes
| Autor: | Hisao Nishiyama, Jun-ichi Ito, Shun Muraoka, Shino Ubukata |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Ketone 010405 organic chemistry Stereochemistry Organic Chemistry Enantioselective synthesis General Chemistry Oxazoline 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Pincer movement chemistry.chemical_compound chemistry Propargyl Pincer ligand Carbene |
| Zdroj: | Chemistry - A European Journal. 22:16801-16804 |
| ISSN: | 0947-6539 |
| Popis: | A direct asymmetric alkynylation of ketones with new chiral CCN Rh catalysts containing N-heterocyclic carbene and oxazoline hybrid ligands is described. The catalytic reaction of fluoroalkyl-substituted ketones, ArCOCF2 X (X=F, Cl, H), with aromatic and aliphatic alkynes yielded the corresponding chiral propargyl alcohols with high enantioselectivity. Control and kinetic experiments suggested a bis(alkynyl) Rh intermediate as the active species for the C-C bond-forming step. |
| Databáze: | OpenAIRE |
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