Asymmetric 1,4-Reductions of Hindered β-Substituted Cycloalkenones Using Catalytic SEGPHOS−Ligated CuH
Autor: | Andrew A. Lover, Bruce H. Lipshutz, Tue B. Petersen, Patrick Papa, Jeff M. Servesko |
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Rok vydání: | 2004 |
Předmět: |
Stereochemistry
chemistry.chemical_element Antineoplastic Agents Stereoisomerism Conjugated system Ligands Biochemistry Medicinal chemistry Catalysis chemistry.chemical_compound Copper hydride Organosilicon Compounds Physical and Theoretical Chemistry SEGPHOS Molecular Structure Cyclohexanones Ligand Organic Chemistry General Medicine Ketones Copper chemistry Reagent Oxidation-Reduction |
Zdroj: | Organic Letters. 6:1273-1275 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/ol0400185 |
Popis: | The reagent combination of catalytic amounts of copper hydride ligated by a nonracemic SEGPHOS ligand leads in situ to an extremely reactive species capable of effecting asymmetric hydrosilylations of conjugated cyclic enones in very high ees. An unprecedented substrate-to-ligand ratio as high as 275 000:1 for this transformation has been documented. [reaction: see text] |
Databáze: | OpenAIRE |
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