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Mendeleev Communications, 2021, Volume 31, Issue 5, Pages 686–689
DOI: https://doi.org/10.1016/j.mencom.2021.09.031
(Mi mendc1023)
 

This article is cited in 1 scientific paper (total in 1 paper)

Communications

Stereoselective approach to conjugated enone oximes from aliphatic nitro compounds and sulfur ylides

R. T. Akhmirovab, S. L. Ioffea, A. Yu. Sukhorukova

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b D.Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation
Full-text PDF (195 kB) Citations (1)
Abstract: A novel approach to conjugated enone oximes from aliphatic nitro compounds deals with double silylation of N,N-bis(silyloxy) enamines followed by a stereoselective reaction with an ester-stabilized sulfur ylide. The proposed mechanism involves the generation of labile nitrosoalkenes as intermediates, which react with the sulfur ylide to give target enone oximes.
Keywords: ylides, unsaturated oximes, nitro compounds, nitrosoalkenes, Michael addition.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (4.5 Mb)


Citation: R. T. Akhmirov, S. L. Ioffe, A. Yu. Sukhorukov, “Stereoselective approach to conjugated enone oximes from aliphatic nitro compounds and sulfur ylides”, Mendeleev Commun., 31:5 (2021), 686–689
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  • https://www.mathnet.ru/eng/mendc1023
  • https://www.mathnet.ru/eng/mendc/v31/i5/p686
  • This publication is cited in the following 1 articles:
    1. Pavel Yu. Ushakov, Sema L. Ioffe, Alexey Yu. Sukhorukov, “Recent advances in the application of ylide-like species in [4 + 1]-annulation reactions: an updated review”, Org. Chem. Front., 9:19 (2022), 5358  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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