594847-83-3Relevant academic research and scientific papers
Application of a one-pot lipase resolution strategy for the synthesis of chiral γ- and δ-lactones
Kamal, Ahmed,Sandbhor, Mahendra,Shaik, Ahmad Ali
, p. 1575 - 1580 (2003)
A successful one-pot reduction of γ-ketoesters, δ-ketoesters and lactones to the corresponding 1,4- and 1,5-diols followed by a lipase catalyzed kinetic resolution coupled with hydrolysis to afford optically active diols is described. The synthetic utility of this one-pot method was illustrated by the oxidation of these chiral diols to respective chiral γ-butyrolactone and δ-lactones. Lipase from Pseudomonas cepacia, immobilized on ceramic afforded the product with high enantiomeric excess in good yields under mild reaction conditions. This approach has been used to develop a convenient enantioselective route for several γ- and δ-lactones using achiral and corresponding racemic starting material.
