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 journalArticle

4 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 journalArticle

@article{32bbf4861a4a4612895fb2e2e0502e95,
title = "Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation",
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.",
author = "Davydova, {Maria P.} and Vasilevsky, {Sergey F.} and Nenajdenko, {Valentine G.}",
year = "2016",
month = "10",
day = "1",
doi = "10.1016/j.jfluchem.2016.08.008",
language = "English",
volume = "190",
pages = "61--67",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier BV",

}

TY - JOUR

T1 - Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation

AU - Davydova, Maria P.

AU - Vasilevsky, Sergey F.

AU - Nenajdenko, Valentine G.

PY - 2016/10/1

Y1 - 2016/10/1

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=84986879581&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84986879581&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2016.08.008

DO - 10.1016/j.jfluchem.2016.08.008

M3 - Article

AN - SCOPUS:84986879581

VL - 190

SP - 61

EP - 67

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

ER -