Catalytic, asymmetric synthesis of α,α-disubstituted amino acids
| Autor: | Elizabetta Groaz, Michael North, Devayani Bhave, Viktor Maleev, Armine Pertrosyan, Daniela D'Addario, Yuri N. Belokon |
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| Rok vydání: | 2003 |
| Předmět: |
Alanine
chemistry.chemical_classification Chemistry Allylglycine Stereochemistry Asymmetric catalysis Copper(salen) complex Enolate alkylation α α-disubstituted amino acid α Organic Chemistry Enantioselective synthesis α-disubstituted amino acid Phenylalanine General Medicine Alkylation Biochemistry Amino acid chemistry.chemical_compound Drug Discovery Side chain Leucine |
| Zdroj: | Tetrahedron Letters. 44:2045-2048 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/s0040-4039(03)00170-9 |
| Popis: | Copper(salen) complex 1 has been found to catalyse the asymmetric alkylation of enolates derived from a variety of amino acids. There is a clear relationship between the size of the side chain in the substrate and the enantioselectivity of the process, so that the enantioselectivity decreases in the order alanine>aminobutyric acid>allylglycine>leucine>phenylalanine>valine. A transition state model which accounts for the influence of the size of the side chain on the enantioselectivity of the reactions is presented. |
| Databáze: | OpenAIRE |
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