A General Amino Acid Synthesis Enabled by Innate Radical Cross-Coupling
Autor: | Phil S. Baran, Tian Qin, Justine N. de Gruyter, Michael R. Collins, Kap Sun Yeung, Shengyang Ni, Gary M. Gallego, David R. Langley, Jennifer X. Qiao, Paul Michael Scola, James J. Mousseau, Daniel C. Schmitt, Michael A. Poss, Rohan R. Merchant, Shouliang Yang, Alberto F. Garrido-Castro |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
Primary (chemistry) Free Radicals Chemistry 010405 organic chemistry Stereoisomerism General Chemistry General Medicine 010402 general chemistry Combinatorial chemistry 01 natural sciences Catalysis Article 0104 chemical sciences Coupling (computer programming) Rapid access Amino Acids Amino acid synthesis |
Zdroj: | Angewandte Chemie. 130:14768-14773 |
ISSN: | 0044-8249 |
Popis: | The direct union of primary, secondary, and tertiary carboxylic acids with a chiral glyoxylate-derived sulfinimine provides rapid access into a variety of enantiomerically pure α-amino acids (>85 examples). Characterized by operational simplicity, this radical-based reaction enables the modular assembly of exotic α-amino acids, including both unprecedented structures and those of established industrial value. The described method performs well in high-throughput library synthesis, and has already been implemented in three distinct medicinal chemistry campaigns. |
Databáze: | OpenAIRE |
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