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

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

Fingerprint

ASJC Scopus subject areas

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Cite this

Davydova, M. P., Vasilevsky, S. F., & Nenajdenko, V. G. (2016). Reaction of trifluoroacetyl acetylenes with β-amino alcohols. Synthesis of enaminoketones and unusual fragmentation. Journal of Fluorine Chemistry, 190, 61-67. https://doi.org/10.1016/j.jfluchem.2016.08.008

@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 -

Access to Document

10.1016/j.jfluchem.2016.08.008