139527-15-4Relevant 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 (2007/10/03)
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.
Preparation of Functionalized Dialkylzinc Reagents via an Iodine-Zinc Exchange Reaction. Highly Enantioselective Synthesis of Functionalized Secondary Alcohols
Rozema, Michael J.,AchyuthaRao, Sidduri,Knochel, Paul
, p. 1956 - 1958 (2007/10/02)
Functionalized dialkylzincs are obtained by the reaction of polyfunctional alkyl iodides with Et2Zn in excellent yield.Their treatment with aldehydes, in the presence of the titanium catalyst 6, affords functionalized secondary alcohols with high enantios
