19340-56-8

Usage

InChI:InChI=1/C8H14O2/c1-2-3-4-7-5-6-10-8(7)9/h7H,2-6H2,1H3

Upstream product

• 75-21-8 oxirane 
• 55011-28-4 4,5-dihydro-4,4-dimethyl-2-pentyloxazole 
• 96-48-0 4-butanolide 
• 542-69-8 1-iodo-butane 
• 84393-11-3 <<(α-methoxy)hex-1-enyl>oxy>trimethylsilane 
• 126736-77-4 2,2,6,6-tetramethyl-4-pentylidene-3,5-dioxa-2,6-disilaheptane 
• 142-62-1 hexanoic acid 
• 74612-46-7 N,N-dimethylhept-2-yn-1-amine 
• 1392331-63-3 (3-butyl-1-fluoro-4,5-dihydro-1H-borol-2-yl)-N,N-dimethylmethanamine 
• 107-92-6 butyric acid 
• 106-70-7 methyl hexanoate 

Relevant academic research and scientific papers

Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: A new method for the synthesis of γ-butanolides

A new method for the synthesis of γ-butanolides is described. The titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords the corresponding butyrolactones in 44-83% yield.

Economical, Green, and Safe Route Towards Substituted Lactones by Anodic Generation of Oxycarbonyl Radicals

A new electrochemical methodology has been developed for the generation of oxycarbonyl radicals under mild and green conditions from readily available hemioxalate salts. Mono- and multi-functionalised γ-butyrolactones were synthesised through exo-cyclisation of these oxycarbonyl radicals with an alkene, followed by the sp3–sp3 capture of the newly formed carbon-centred radical. The synthesis of functionalised valerolactone derivatives was also achieved, demonstrating the versatility of the newly developed methodology. This represents a viable synthetic route towards pharmaceutically important fragments and further demonstrates the practicality of electrosynthesis as a green and economical method to activate small organic molecules.

Synthesis of substituted 2,3-dihydro-1H-boroles by transmetalation of aluminacyclopent-2-enes with BF3 · Et2O

A procedure was developed for selective synthesis of 4,5-dialkyl-1-fluoro- 2, 3-dihydro-1H-boroles via transmetalation of the corresponding aluminacyclopent-2-enes with BF3 · Et2O. 4,5-Dialkyl-1-fluoro-2,3-dihydro-1H-boroles were isolated as complexes with BEtF2. 4-Alkyl-5-dimethylaminomethyl-1-fluoro-2,3- dihydro-1H-boroles were synthesized for the first time.

Reaction of silyl ketene acetals with epoxides: A new method for the synthesis of γ-butanolides

Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the γ-haloalkyl-γ-butanolides thus obtained can be further transformed into various products. Graphical Abstract

145. Analytic and Preparative Resolution on Racemic γ- and δ-Lactones by Chromatography on Cellulose Triacetate. Relationship between Elution Order and Absolute Configuration

Enantiomers of various chiral five- and six-membered-ring lactones, which are important classes of cpmpounds (flavour and pheromone components, key intermediates in the synthesis of biologically active substrates) have been separated chromatographically on the chiral phase cellulose triacetate, crystallographic form I (CTA I).Four different series of five-membered-ring lactones, relationships have been found between the elution order of the enantiomers and their absolute configuration.Preparative resolutions of γ-phenyl-γ-butyrolactone (1) and of the pheromone component 5b have been carried out to demonstrate the applicability of the method to g-scale separations.