A new enantioselective synthesis of β-amino acids
Autor: | Dilek Saylik, Andrea J. Robinson, Andrew Craig Donohue, Eva M. Campi, W. Roy Jackson |
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Rok vydání: | 2001 |
Předmět: |
chemistry.chemical_classification
organic chemicals Organic Chemistry Substituent Enantioselective synthesis Method development Catalysis Amino acid Inorganic Chemistry Chiral column chromatography chemistry.chemical_compound chemistry Organic chemistry heterocyclic compounds Physical and Theoretical Chemistry Enantiomer |
Zdroj: | Tetrahedron: Asymmetry. 12:657-667 |
ISSN: | 0957-4166 |
DOI: | 10.1016/s0957-4166(01)00097-0 |
Popis: | Enantioselective hydrogenation of some α,β-unsaturated nitriles and their corresponding methyl esters bearing a phthalimidomethyl substituent at the α-carbon using Rh-DuPHOS catalysts afforded β-amino acid precursors with modest e.e.s of up to 48%. Hydrogenation of the α,β-unsaturated methyl esters using a Ru-BINAP catalyst gave higher e.e.s of up to 84%. Method development for the determination of the enantiomeric excesses of these derivatives using chiral HPLC is also reported. |
Databáze: | OpenAIRE |
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