Sammanfattning
Kinetic resolution and dynamic kinetic resolution, in particular, provide practical tools for synthesis of enantiomerically pure compounds. In the present work, the resolution of rac-2-hydroxy-1-indanone and racemization of (S)-2-hydroxy-1-indanone were investigated. Immobilized lipase AK (Pseudomonas fluorescens) was found as the best enzyme catalyst for kinetic resolution and ruthenium supported on Al2O3 as a potential heterogeneous catalyst for racemization of the starting material. By combining the two reactions, a simple dynamic kinetic resolution of rac-2-hydroxy-1-indanone producing (R)-1-oxoindan-2-yl butanoate was developed. Under optimal conditions, the product was obtained in 92% ee at approximately 90% conversion.
Originalspråk | Odefinierat/okänt |
---|---|
Sidor (från-till) | 1615–1621 |
Antal sidor | 7 |
Tidskrift | ChemCatChem |
Volym | 2 |
Nummer | 12 |
DOI | |
Status | Publicerad - 2010 |
MoE-publikationstyp | A1 Tidskriftsartikel-refererad |
Nyckelord
- dynamic kinetic resolution
- enzyme catalysis
- heterogeneous catalysis
- ruthenium
- supported catalysts