15889-98-2

Upstream product

• 79-20-9 acetic acid methyl ester 
• 84210-61-7 perpentene-4 oate de tertiobutyle 
• 22634-92-0 4-oxo-heptanedioic acid dimethyl ester 
• 67-56-1 methanol 
• 6283-72-3 3-(5-oxotetrahydro-2-furanyl)propanoic acid 
• 126135-44-2 Dimethyl γ-hydroxypimelate 
• 86488-11-1 4-oxo-1,7-heptanedionic acid, monomethyl ester 
• 502-50-1 4-Ketopimelic acid 

Relevant academic research and scientific papers

Titanocene-Catalyzed Reduction of Lactones to Lactols

A convenient method for the conversion of lactones to lactols is described. The hydrosilylation to lactols is carried out via air-stable titanocene difluoride or a titanocene diphenoxide precatalyst using inexpensive polymethylhydrosiloxane (PMHS) as the stoichiometric reductant. These procedures have been demonstrated with a variety of substrates and proceed in good to excellent yield.

Lipase-Catalyzed Preparation of Optically Active γ-Butyrolactones in Organic Solvents

Lipases in anhydrous organic solvents catalyze the lactonization of esters of γ-hydroxy carboxylic acids with a high degree of stereospecifity.Under these conditions the lipases exhibit both enantioselectivity and prochiral selectivity.We exploited the enzymes' enantioselectivity for synthesis of chiral lactones from racemic γ-hydroxy esters and their prochiral stereospecifity, i.e. the ability to discriminate between enantiotopic groups of a prochiral molecule, for the enantioconvergent lactonization of symmetrical γ-hydroxy diesters.This approach was used to develop a convenient, high yielding, and stereoselective route to several optically active γ-substituted γ-butyrolactones.

Novel Synthesis of (R)-(+)-γ-Butyrolactone-γ-3-propionates by Fermenting Baker's Yeast and Enantiomeric Purity Determination Using NMR Technique

Optically pure (R)-(+)-γ-butyrolactone-γ-3-propionates 1 were prepared by reducing the precourser, 3-ketoheptane-1,5-dicarboxylic acid monoesters, with fermenting baker's yeast.The optical purity (more than 98percent) was determined by means of HPLC analysis and NMR determination.

Deplacements homolytiques intramoleculaires. 4. Thermolyse du perpentene-4 oate de tert-butyle dans les acides et leurs derives: preparation de γ-butyrolactones substituees en 4 par un groupe comportant une fonction ester, acide ou nitrile

The thermolysis of tert-butylperpent-4-enoate in various solvents ZH (carboxylic acids, anhydrides, methyl esters, nitriles) led to γ-butyrolactones 4-substituted by the group ZCH2 with good yields.The acidic treatment of the lactones 4 and 6 derived from non-functionalized alkanoic acids and methyl esters gave respectively the isomerized lactones 5 and 7, increasing the synthetic interest of the studied homolytic reaction.