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.

Original language	English
Pages (from-to)	61-67
Number of pages	7
Journal	Journal of Fluorine Chemistry
Volume	190
DOIs	https://doi.org/10.1016/j.jfluchem.2016.08.008
Publication status	Published - 1 Oct 2016
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/j.jfluchem.2016.08.008

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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 = oct,

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",

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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.

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DO - 10.1016/j.jfluchem.2016.08.008

M3 - Article

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VL - 190

SP - 61

EP - 67

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

ER -

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

Abstract

ASJC Scopus subject areas

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