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Mendeleev Communications, 2015, Volume 25, Issue 5, Pages 377–379
DOI: https://doi.org/10.1016/j.mencom.2015.09.021
(Mi mendc2415)
 

This article is cited in 9 scientific papers (total in 9 papers)

Communications

Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process

S. F. Vasilevskiiab, M. P. Davydovaa, V. I. Mamatyukbc, N. V. Pleshkovac, D. S. Fadeevc, I. V. Alabugind

a V.V. Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
b Novosibirsk State University, Novosibirsk, Russian Federation
c N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
d Department of Chemistry, Florida State University, Tallahassee, USA
Abstract: Reaction of 3-aryl-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ones with (+)-pseudoephedrine leads to products of alkyne moiety cleavage, namely, 1-(3,4,5-trimethoxyphenyl)ethanone and N-(1-hydroxy-1-phenylprop-2-yl)-N-methylbenzamides. In the course of the process one of alkyne carbons undergoes a formal reduction to a Me group, whereas the other one is oxidized to a C(O)NRR moiety.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (346.3 Kb)


Citation: S. F. Vasilevskii, M. P. Davydova, V. I. Mamatyuk, N. V. Pleshkova, D. S. Fadeev, I. V. Alabugin, “Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process”, Mendeleev Commun., 25:5 (2015), 377–379
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  • https://www.mathnet.ru/eng/mendc/v25/i5/p377
  • This publication is cited in the following 9 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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