Chemoenzymatic synthesis of enantiopure hydroxy sulfoxides derived from substituted arenes
| Autor: | John F. Malone, Steven D. Shepherd, Derek R. Boyd, Christopher C. R. Allen, Deirdre Murphy, Vera Ljubez, Narain D. Sharma |
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| Rok vydání: | 2016 |
| Předmět: |
Models
Molecular inorganic chemicals Stereochemistry Crystallography X-Ray Hydroxylation Ligands 010402 general chemistry 01 natural sciences Biochemistry Dioxygenases chemistry.chemical_compound polycyclic compounds Organic chemistry Molecule heterocyclic compounds Dehydrogenation Physical and Theoretical Chemistry Catechol Molecular Structure 010405 organic chemistry organic chemicals Organic Chemistry 0104 chemical sciences Enantiopure drug chemistry Biocatalysis Sulfoxides |
| Zdroj: | Organic & Biomolecular Chemistry. 14:2651-2664 |
| ISSN: | 1477-0539 1477-0520 |
| Popis: | Enantiopure β-hydroxy sulfoxides and catechol sulfoxides were obtained, by chemoenzymatic synthesis, involving dioxygenase-catalysed benzylic hydroxylation or arene cis-dihydroxylation and cis-diol dehydrogenase-catalysed dehydrogenation. Absolute configurations of chiral hydroxy sulfoxides were determined by X-ray crystallography, ECD spectroscopy and stereochemical correlation. The application of a new range of β-hydroxy sulfoxides as chiral ligands was examined. |
| Databáze: | OpenAIRE |
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