Topic
Tetrahydrofuran
About: Tetrahydrofuran is a research topic. Over the lifetime, 11778 publications have been published within this topic receiving 158241 citations. The topic is also known as: diethylene oxide & 1,4-epoxybutane.
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TL;DR: The utility of oxidative cyclization reactions for the construction of tetrahydrofuran rings has been examined and alcohol nucleophiles were found to be effective traps for radical cation intermediates generated from both enol ether and ketene dithioacetal groups.
Abstract: The utility of oxidative cyclization reactions for the construction of tetrahydrofuran rings has been examined. In these experiments, alcohol nucleophiles were found to be effective traps for radical cation intermediates generated from both enol ether and ketene dithioacetal groups. The reactivity of the alcohol trapping group appeared to lie between that of an enol ether and an allylsilane trapping group. The stereochemical outcome of cyclization reactions originating from the oxidation of an enol ether was found to be controlled by stereoelectronic factors. The utility of these cyclization reactions was illustrated with the synthesis of a key tetrahydrofuran building block for the synthesis of linalool oxide and rotundisine. Cyclization reactions triggered by the oxidation of a ketene dithioacetal led to far greater levels of stereoselectivity. The stereochemical outcome of these reactions was shown to arise from steric factors involving the larger ketene acetal group. The synthetic utility of cyclizations utilizing ketene dithioacetal derived radical cations was demonstrated by completing an asymmetric synthesis of (+)-nemorensic acid. Finally, the reactions were shown to be compatible with the use of an amide nucleophile and the direct formation of a lactone product.
86 citations
TL;DR: In this article, a series of natural amino acids which are environmentally friendly and biodegradable have been tested as hydrate crystal growth kinetics inhibitors for THF (tetrahydrofuran) hydrate formation.
86 citations
TL;DR: In this article, a convenient procedure for the quantitative assay of alkyl, aryl, and vinyl Grignard reagent concentrations is described, through the combined use of menthol and 1,10-phenanthroline in dry tetrahydrofuran solution, vivid violet or burgundy end points materialize and are easily observed.
86 citations
TL;DR: In this article, reversible half-wave potentials for 38 neutral/anion radical couples were measured at 298 K by cyclic voltammetry in five solvents: tetrahydrofuran, N,N-dimethylformamide (DMF), acetonitrile, dimethyl sulfoxide, and methanol.
Abstract: Reversible half-wave potentials for 38 neutral/anion radical couples have been measured at 298 K by cyclic voltammetry in five solvents: tetrahydrofuran, N,N-dimethylformamide (DMF), acetonitrile, dimethyl sulfoxide, and methanol. Among the compounds are 22 substituted nitrobenzenes and nine quinones. The potentials are referenced to the cobaltocenium/cobaltocene couple
86 citations
TL;DR: In this paper, a copper and cobalt bimetallic nanoparticle catalyst supported on N-graphene-modified Al2O3 (CuCo®/NGr/α-Al 2O3) was developed to catalyze the conversion of HMF to DMF effectively and the yield of DMF could reach 99%.
85 citations