Dynamic Kinetic Resolution of Primary Alcohols with an Unfunctionalized Stereogenic Center in the β-Position
| Autor: | Dirk Strübing, Patrik Krumlinde, Julio Piera, Jan-Erling Bäckvall |
|---|---|
| Rok vydání: | 2007 |
| Předmět: |
chemistry.chemical_classification
Primary (chemistry) Stereochemistry Chemistry Alcohol General Chemistry Keto–enol tautomerism General Medicine Primary alcohol Aldehyde Medicinal chemistry Stereocenter Kinetic resolution chemistry.chemical_compound Position (vector) Organic chemistry Dehydrogenation Racemization |
| Zdroj: | ChemInform. 38 |
| ISSN: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.200746060 |
| Popis: | Primary alcohols with an unfunctionalized stereogenic center in the β-position undergo an enzyme- and metal-catalyzed dynamic kinetic resolution (DKR). The in situ racemization of the primary alcohol, required for the DKR, takes place via: (i) ruthenium-catalyzed dehydrogenation of the alcohol, (ii) enolization of the aldehyde formed, and (iii) ruthenium-catalyzed readdition of hydrogen to the aldehyde. The present method widens the scope of metal- and enzyme-catalyzed DKR, which has so far been limited to α-chiral alcohol and amine derivatives. |
| Databáze: | OpenAIRE |
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