Synthesis of Proposed Oxidation—Cyclization—Methylation Intermediates of the Coumarin Antibiotic Biosynthetic Pathway
| Autor: | Shanghui Hu, Michelle Pacholec, Junhua Tao, Christopher T. Walsh |
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| Rok vydání: | 2003 |
| Předmět: |
Stereochemistry
Stereoisomerism Methylation Biochemistry Chemical synthesis Catalysis Kinetic resolution chemistry.chemical_compound Aldol reaction Coumarins Endopeptidases Molecule Physical and Theoretical Chemistry chemistry.chemical_classification Molecular Structure Organic Chemistry Esterases Lipase General Medicine Coumarin Keto Acids Combinatorial chemistry Anti-Bacterial Agents Kinetics Enzyme chemistry Cyclization Epimer Oxidation-Reduction |
| Zdroj: | ChemInform. 34 |
| ISSN: | 1522-2667 0931-7597 |
| Popis: | [structure: see text] A chemoenzymatic synthesis was described to prepare proposed oxidation-cyclization-methylation intermediates of the coumarin antibiotic biosynthetic pathway. The successful synthesis of these fragile molecules relies heavily on mild enzymatic deprotection and efficient enzymatic kinetic resolution to minimize epimerization, decomposition, multiple orthogonal protections, and retro aldol reactions often encountered in their chemical synthesis. |
| Databáze: | OpenAIRE |
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