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A short enantioselective synthesis of (+)-L-733,060 via Shi epoxidation of a homoallylic carboxylate
Lourdusamy Emmanuvel 《Tetrahedron letters》2008,49(40):5736-5738
A short and efficient enantioselective synthesis of (+)-L-733,060 in 92% ee via Shi epoxidation of a homoallylic carboxylate is described. Johnson-Claisen rearrangement was employed to obtain the required carbon backbone, whilst intramolecular reductive O-to-N-ring expansion of a δ-azidolactone was used in the construction of the piperidine moiety. 相似文献
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NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent 总被引:1,自引:0,他引:1
A new transition-metal-free, sodium metaperiodate (NaIO4)-mediated direct oxidation of methylarenes and benzylic bromides to the corresponding aromatic carboxylic acids is described. Under the same reaction conditions, benzylic alcohols are selectively oxidized to afford the corresponding aldehydes in good yields without undergoing overoxidation. Unprecedentedly, oxidation of benzyl bromide, toluene, or benzyl alcohol with NaIO4 underwent nuclear bromination followed by oxidation to give 4-bromobenzoic acid in 60-79% yields. 相似文献
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Lourdusamy Emmanuvel Suryavanshi Gurunath Swaminathan Sivaram 《Tetrahedron letters》2006,47(28):4793-4796
A new reagent system consisting of NaIO4/KI/NaCl in aq AcOH has been found to be effective in iodinating a variety of activated aromatic substrates via in situ-generated iodine monochloride, to furnish iodoaromatics in excellent yields. This iodination procedure has been applied successfully for a cost-effective synthesis of 3,3′-diaminobenzidine, a key intermediate for preparing proton conducting membranes for fuel cell applications, with high yield and a purity of 99.7%. 相似文献
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NaIO4/LiBr‐Mediated Direct Conversion of Benzylic Alcohols and Aromatic Aldehydes to Aromatic Esters
Aromatic aldehydes or benzylic alcohols are directly converted to the corresponding aromatic esters in high yields on treatment with methanol or ethanol mediated by sodium metaperiodate (NaIO4)/LiBr in an acidic medium. 相似文献
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A short enantioselective synthesis of (+)-febrifugine, a potent antimalarial alkaloid, has been described based on the regioselective asymmetric dihydroxylation of a 1,4-dienic ester as the key step. The strategy also involves chemoselective [3,3]-sigmatropic rearrangement of 1,5-hexadiene-3-ol and intramolecular lactamization of azidolactone for the construction of piperidine core. 相似文献
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For the first time, we report the synthesis of 2-substituted N-alkoxy pyrrole 3-carboxylate and furan 3-carboxylate via Rh-catalyzed [3+2] cycloaddition between α-diazo oxime ether or α-diazo carbonyl compounds with vinyl equivalents in a one-pot process. We have demonstrated ethyl vinyl ether as well as vinyl acetate as vinyl equivalents and both were found to give excellent yields. We have also demonstrated the synthesis of N-alkoxy dihydropyrrole derivatives by carrying out the reaction at low temperature. 相似文献
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Jiang Y Khong VZ Lourdusamy E Park CM 《Chemical communications (Cambridge, England)》2012,48(25):3133-3135
An efficient dual synthetic manifold for 2-aminofurans and 2-unsubstituted furans has been developed. The carbenoid-mediated [3 + 2] cycloaddition of copper carbenoids with enamines provides 2-amino-2,3-dihydrofurans which serve as common intermediates for both 2-aminofurans and 2-unsubstituted furans. 相似文献
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Bharath Kumar Kuruba Lourdusamy Emmanuvel Balasubramanian Sridhar Samuel Vasanthkumar 《Tetrahedron》2017,73(18):2674-2681
In this communication, for the first time, we are reporting α-diazo hydrazone synthesis from hydrazones derived from β-keto esters and 2,4-dinitro phenyl hydrazine via diazo transfer reaction. We also report an unexpected cyclization of the α-diazo hydrazones upon N-H functionalization to give highly functionalized N-amino-1,2,3-triazole derivatives under metal-free condition. This one-step synthetic protocol can serve as a general tool to access nitrogen rich 5- and 6-membered heterocycles in excellent yields. 相似文献
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Narayanan Jayaprakash Lourdusamy John Kennedy 《Journal of Dispersion Science and Technology》2013,34(11):1597-1602
In this article, we report the synthesis of silver nanospheres (Ag NS) by a simple microwave irradiation method using Triton X 100 (TX 100) as a capping agent. TX 100 was also observed to act as a reducing agent in the presence of microwave radiation. From the ultraviolet-visible spectrum, the formation of Ag NS was confirmed by observing surface plasmon resonance band at 414 nm. The emission band of Ag NS was observed at 482 nm from the photoluminescence (PL) spectrum. High-resolution transmission electron microscopy (HR TEM) was used to investigate the morphology of the synthesized sample. It shows that the synthesized sample has sphere-like morphology with an average diameter of 5 nm. Further, the elemental composition of the Ag NS was determined by energy dispersive x-ray analysis (EDX). Selected area electron diffraction (SAED) was used to find the crystalline nature of the Ag NS. The interaction between Ag NS and TX 100 was established by Raman spectroscopy. The electrochemical behaviour of the synthesized Ag NS was analyzed by cyclic voltammetry (CV). 相似文献