Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation

Maria P. Davydova, Sergey F. Vasilevsky, Valentine G. Nenajdenko

Research output: Contribution to journal › Article

3 Citations (Scopus)

Abstract

Graphical abstract Highlights Nucleophilic addition of amino alcohols to CF3CO-acetylenes gave enaminoketones. Diastereoselectivity is determined nature of amino alcohol. New type of fragmentation is observed to form amides and acetophenones. Possible reaction mechanism was proposed.

Original languageEnglish
Pages (from-to)61-67
Number of pages7
JournalJournal of Fluorine Chemistry
Volume190
DOIs
Publication statusPublished - 1 Oct 2016
Externally publishedYes

Fingerprint

Amino Alcohols
Alkynes
acetylene
alcohol
fragmentation
alcohols
Acetophenones
synthesis
Amides
amides

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation. / Davydova, Maria P.; Vasilevsky, Sergey F.; Nenajdenko, Valentine G.

In: Journal of Fluorine Chemistry, Vol. 190, 01.10.2016, p. 61-67.

Research output: Contribution to journal › Article

Davydova, MP, Vasilevsky, SF & Nenajdenko, VG 2016, 'Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation', Journal of Fluorine Chemistry, vol. 190, pp. 61-67. https://doi.org/10.1016/j.jfluchem.2016.08.008
Davydova MP, Vasilevsky SF, Nenajdenko VG. Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation. Journal of Fluorine Chemistry. 2016 Oct 1;190:61-67. https://doi.org/10.1016/j.jfluchem.2016.08.008
Davydova, Maria P. ; Vasilevsky, Sergey F. ; Nenajdenko, Valentine G. / Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation. In: Journal of Fluorine Chemistry. 2016 ; Vol. 190. pp. 61-67.
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