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Number of results

Journal

2014 | 12 | 5 | 586-593

Article 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

Content

Title variants

Languages of publication

EN

Abstracts

EN
[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.

Publisher

Journal

Year

Volume

12

Issue

5

Pages

586-593

Physical description

Dates

published
1 - 5 - 2014
online
21 - 2 - 2014

Contributors

  • Cracow University of Technology
  • AGH University of Science and Technology
author
  • Maria Curie-Sklodowska University
  • Cracow University of Technology

References

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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-014-0518-2
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