http://hdl.handle.net/20.500.12153/3239
Title: | Regio- and stereoselectivity of polar [2+3] cycloaddition reactions between (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone and selected (E)-2-substituted nitroethenes |
Authors: | Demchuk, Oleg M. Jasiński, Radomir Ziółkowska, Magda Maziarka, Agata |
Keywords: | [2+3] cycloaddition; Nitrone; Nitroalkene; Regioselectivity; Stereoselectivity |
Issue Date: | 2014 |
Publisher: | Versita |
Citation: | "Central European Journal of Chemistry", 2014, Vol. 12, nr 5, s. 586-593 |
Abstract: | [2+3] Cycloaddition reactions of the highly reactive (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone with (E)-2-R-nitroethenes proceed under mild conditions and yield mixtures of stereoisomeric 2-methyl-3-(3,4,5-trimethoxyphenyl)-4-nitro-5-R-isoxazolidines. The effect of regiospecificity of the cycloadditions may be accounted for by the theory of electrophilicity indexes. Stereoselectivity, however, is determined by a compilation of steric and secondary orbital effects. |
URI: | http://hdl.handle.net/20.500.12153/3239 |
DOI: | 10.2478/s11532-014-0518-2 |
Appears in Collections: | Artykuły naukowe (WNŚiNoZ) |
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Jasinski_Ziolkowska_Demchuk_Maziarka_Regio_and_stereoselectivity_of_polar_2+3_cycloaddition_reactions.pdf | 570,36 kB | Adobe PDF | ![]() View/Open |
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