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Synthetic studies toward the daphnane and tigliane diterpenes, a large family of natural products from the plant families Euphorbiaceae and Thymelaeaceae, are reported. Retrosynthetic analysis traced these molecules back to an aromatic precursor and several routes were explored in the forward direction to access such motifs. Two strategies ultimately proved capable of forging complex 5,7,6-fused tricyclic ring systems, one of which proceeded in only seven steps.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents and are represented by the following general structural formula (I): STR1 are disclosed. Also disclosed are pharmaceutical compositions and methods of use of the compounds of formula (I).

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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The transformation of cyclic hemiacetals (lactols) into lactones has been achieved by Cu-catalyzed aerobic C-C bond cleavage in the presence of N-hydroxy phthalimide (NHPI). The present process is composed of a multistep sequence including a) formation of exo-cyclic enol ethers by dehydration; b) addition of phthalimide N-oxyl radical to the enol ethers followed by trapping of the resulting C-radicals with molecular oxygen to form peroxy radicals; c) reductive generation of oxy radicals and subsequent beta-radical fragmentation to generate lactones.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Covering: up to 2018 Chlorophylls, bacteriochlorophylls and related hydroporphyrins constitute invaluable natural products but have largely remained outside the scope of viable syntheses. The campaign toward chlorophyll a by Woodward and coworkers is a deservedly celebrated landmark in organic synthesis yet the route entailed 49 steps, relied on semisynthetic replenishment of advanced intermediates, and then pointed to (but did not implement) uncertain literature procedures for the final transformations. Indeed, the full synthesis at any scale of any (bacterio)chlorophylls-conversion of small-molecule starting materials to the product-has never been accomplished. Herein, the reported syntheses of (±)-bonellin dimethyl ester (0.93 mg) and tolyporphin A O,O-diacetate (0.38 mg), as well as the never-fully traversed route to chlorophyll a, have been evaluated in a quantitative manner. Bonellin and tolyporphin A are naturally occurring chlorin and bacteriochlorin macrocycles, respectively, that lack the characteristic fifth ring of (bacterio)chlorophylls. A practical assessment is provided by the cumulative reaction mass efficiency (cRME) of the entire synthetic process. The cRME for the route to chlorophyll a would be 4.3 × 10-9 (230 kg of all reactants and reagents in total would yield 1.0 mg of chlorophyll a), whereas that for (±)-bonellin dimethyl ester or tolyporphin A O,O-diacetate is approximately 6.4 × 10-4 or 3.6 × 10-5, respectively. Comparison of the three syntheses reveals insights for designing hydroporphyrin syntheses. Development of syntheses with cRME > 10-5 (if not 10-4), as required to obtain 10 mg quantities of hydroporphyrin for diverse physicochemical, biochemical and medicinal chemistry studies, necessitates significant further advances in tetrapyrrole chemistry.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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We describe here the preparation of grandisol, fragranol and several related cyclobutanic by-products by procedures employing a [2+2] cycloaddition reaction between an olefine and a ketene-iminium cation generated in situ from an alpha-chloroenamine. The region- and stereospecificity of these cyclization reactions are studied.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Rapid access : An expeditious synthesis of hippuristanol was developed that allowed rapid access to a number of analogues with structural alteration at its E and F rings (see scheme), facilitating the structure-activity relationship studies of the novel inhibitor of eukaryotic translation initiation.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Direct hydrogenolysis of lactone to carboxylic acid (i.e., hydrogenolysis of the Calkoxy-O bond with the carbonyl group untouched) is generally difficult, as the current strategies employing Br°nsted acids as the catalyst usually require harsh conditions such as a high temperature and a high H2 pressure. Herein, we report a developed solvent-free catalytic transformation, in which W(OTf)6 is believed to promote the hydrogenolysis process. This strategy could efficiently hydrogenate lactones to carboxylic acids under extra mild conditions (e.g., a reaction temperature of <150 C and 1 atm of H2) and showed a broad substrate scope. In addition, the catalytic protocol can be further applied to the hydrogenolysis of polyhydroxyalkanoate, as a renewable polymer, to the corresponding straight-chain carboxylic acids. An extensive mechanistic study was subsequently performed, and the density functional theory calculations revealed a reaction pattern, including the complete cleavage of the C=O bond with the assistance of the W(OTf)6 catalyst. Moreover, the key intermediate created in the mechanism, as an oxonium with an OTf moiety, was successfully detected by electrospray ionization mass spectra. Through a comparison with the Br°nsted acid-catalyzed system, the study confirmed that the existence of the OTf moiety can significantly lower the barriers associated with the rearrangement and elimination processes. Meanwhile, emphasis was placed on the critical role that the anion plays, as well as the fact that the anion effect is directly related to the chemoselectivity. In the meantime we’ve collected together some recent articles in this area about 1679-47-6 to whet your appetite. Happy reading!Product Details of 1679-47-6

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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The unique physicochemical properties and high solubility of a wide range of biomass-derived feedstocks make sub- and supercritical alcohols promising media for thermochemical conversion to liquid fuels and value-added chemicals. Short-chain alcohols (C1-C3) not only hydrogenolyse a variety of recalcitrant feedstocks by donating in situ hydrogen, but also suppress the char formation by capping reactive intermediates. However, the beneficial features of supercritical alcohols also bring some demerits, such as their excessive decomposition and high consumption, which has been given cursory attention to date. Consequently, the aim of this study was to elucidate the role of sub- and supercritical alcohols as a hydrogen donor, their self-reactivity, their reactivity with the feedstock, the extent of their conversion under catalytic and non-catalytic conditions, and the detailed pathways to byproduct formation. Based on the solvent reactivity, the optimum conditions were investigated for the solvothermal liquefaction of recalcitrant alkali lignin to give a high yield of aromatic monomers with careful emphasis on the solvent consumption. The addition of formic acid instead of the more commonly used hydrodeoxygenation catalysts (e.g., CoMo/Al2O3, Ru/Al2O3) can not only suppress ethanol consumption significantly (from 42.3-46.8 wt% to 7 wt%), but can also result in complete lignin conversion by providing an excess amount of active hydrogen. The reaction at 350 C for a short duration of 60 min led to the complete decomposition of alkali lignin and afforded a high yield of aromatic derivatives (36.7 wt%), while at the same time, suppressing ethanol consumption (11.8 wt%) and the formation of ethanol-derived liquid products. The alkylation of lignin-derived phenolic intermediates at the expense of the solvent is a time-dependent reaction, instead of the primary stabilization reaction. Molecular dynamics simulations using dilignol molecules revealed that the ethanol-formic acid mixture reduced the activation and thermal energies required for the dissociation of C-C and C-O bonds in the lignin structure.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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1679-47-6, Name is 3-Methyldihydrofuran-2(3H)-one, belongs to tetrahydrofurans compound, is a common compound. Reference of 1679-47-6In an article, once mentioned the new application about 1679-47-6.

We report a protocol for the highly efficient iridium-catalyzed asymmetric hydrogenation of racemic alpha-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80-95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (?)-preclamol and a chiral 2,5-disubstituted tetrahydropyran.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Polymers are used in simple consumer items like carpets, furniture, glues, and clothing but are also used in advanced engineering, including materials used in the aerospace industry. Therefore, polymers and consequently their monomers play an important role in our everyday life. Currently, most of the monomers are produced from fossil resources, the supply of which is diminishing. In this paper we review strategies and catalytic processes to obtain currently used and potentially new monomers from renewable bio-based feedstocks and platform chemicals. This Review is divided by type of monomer and includes diacids and esters, diols, hydroxy acids and esters, lactones, carbonates, cyclic ethers, diamines, amino acids and lactams, alkenes, acrylics, and conjugated dienes. Only routes based on the use of homogeneous catalysis, heterogeneous catalysis, or bio-catalysis are described. Fermentative processes are not discussed.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem