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Ornithine methyl ester reacts with aromatic aldehydes to generate bis-Schiff bases, which depending on the structure of the aromatic aldehyde, further undergo an intramolecular cycloaddition through the transient formation of a reactive 1,3-dipole. 相似文献
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Neelakandan Vidhya Lakshmi 《Tetrahedron letters》2010,51(7):1064-5307
A series of dispiropyrrolidine bisoxindoles were synthesized via a multicomponent 1,3-dipolar cycloaddition reaction of isatin, sarcosine and isatylidene malononitrile in refluxing methanol. Also a series of spiropyrrolidine oxindoles and spiroindane-1,3-diones were synthesized using 2-(1H-Indole-3-carbonyl)-3-phenyl-acrylonitrile and 2-(1,3-dioxo-indan-2-ylidene)-malononitrile as dipolarophiles, respectively. 相似文献
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Heating pyranulose 4 and cinnamate 2 in the presence of 2,6-di-t-butylpyridine in CH3CN afforded the [5+2] cycloadduct, which was hydrolyzed to give 13% of cartorimine (1). 相似文献
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The CuI-Fesulphos catalyst system (≤3 mol %) shows an excellent performance in the asymmetric 1,3-dipolar cycloaddition of azomethine ylides. High to very high levels of reactivity, endo/exo selectivity, and enantioselectivity (69->99% ee) are generally achieved with a very wide range of azomethine ylides and dipolarophiles. Based on experimental and computational studies data, a model that accounts for this high enantiocontrol is proposed. 相似文献
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Nataliya P. Belskaya Vasiliy A. Bakulev Julia O. Subbotina Wim Dehaen Koen Robeyns 《Tetrahedron》2009,65(36):7662-5307
Reaction of 3-alkylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)acrylonitriles with maleimides, dimethyl maleate and dimethylacetylene dicarboxylate were carried out to give octahydro-pyrrolo[3,4-a]pyrrolizin-4-ylidenes, hexahydro-pyrrolizines and 6,7-dihydro-5H-pyrrolizines. The formation of the synthesized compounds is explained by a 1,3-dipolar cycloaddition of an in situ generated azomethine ylide. The mechanisms of the formation of these active intermediates were discussed with the aid of density functional theory methods with the B3LYP functional 6-31G+ calculations using the STQN method and chemical experiments. 相似文献
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Neelakandan Vidhya LakshmiRajendren Tamilisai Paramasivan T. Perumal 《Tetrahedron letters》2011,52(41):5301-5307
A series of spiro-oxindole derivatives containing spirobenzo[1,4]thiazin-3-one ring were synthesized regioselectively via a multicomponent 1,3-dipolar cycloaddition of isatin, 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one and sarcosine or l-proline in toluene under reflux condition. Also spiro-acenaphthylen-1-ones containing spirobenzo[1,4]thiazin-3-one ring have been synthesized using 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one as dipolarophile. The methodology affords high yields of products in short reaction time. 相似文献
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