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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Moyano, Albert Alba, Andrea-nekane R. Rios, Ramon Companyó, Xavier Valero, Guillem |
| Description | Author Affiliation: Alba AN ( Department of Organic Chemistry, Universitat de Barcelona, Faculty of Chemistry, Martí i Franquès 1-11, 08028 Barcelona, Spain.) |
| Abstract | A new, easy, and highly enantioselective method for the synthesis of quaternary α-alkyl-α-amino acids based on organocatalysis is reported. The addition of oxazolones to 1,1-bis(phenylsulfonyl)ethylene is efficiently catalyzed by simple chiral bases or thioureas. The reaction affords α,α-disubstituted α-amino acid derivatives with complete C4 regioselectivity and with excellent yields and enantioselectivities. This methodology is complementary to previously reported enantioselective approaches to quaternary α-amino acids and allows the synthesis of α-phenyl-α-alkyl-α-amino acids and α-tert-butyl-α-alkyl-α-amino acids. It has distinct advantages in terms of operational simplicity, enviromentally friendly conditions, and suitability for large-scale reactions. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 18 |
| Volume Number | 16 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2010-05-10 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Amino Acids Chemical Synthesis Ethylenes Chemistry Oxazolone Solvents Sulfhydryl Compounds Catalysis Magnetic Resonance Spectroscopy Models, Molecular Molecular Structure Stereoisomerism Structure-Activity Relationship Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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