Home / Publications / New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides

New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides

Oldrich Paleta 1
Oldrich Paleta
, 
Zdenek Duda 1
Zdenek Duda
, 
Antonin Holy 2
Antonin Holy
1 Department of Organic Chemistry, Institute of Chemical Technology, Prague, Czech Republic
10.1070/MC2001v011n01ABEH001377
Published 2001-02-22
Communication , Volume 11, Issue 1, 17-19
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Paleta O., Duda Z., Holy A. New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides // Mendeleev Communications. 2001. Vol. 11. No. 1. pp. 17-19.
GOST all authors (up to 50) Copy
Paleta O., Duda Z., Holy A. New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides // Mendeleev Communications. 2001. Vol. 11. No. 1. pp. 17-19.
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TY - JOUR
DO - 10.1070/MC2001v011n01ABEH001377
UR - https://mendcomm.colab.ws/publications/10.1070/MC2001v011n01ABEH001377
TI - New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides
T2 - Mendeleev Communications
AU - Paleta, Oldrich
AU - Duda, Zdenek
AU - Holy, Antonin
PY - 2001
DA - 2001/02/22
PB - Mendeleev Communications
SP - 17-19
IS - 1
VL - 11
ER -
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@article{2001_Paleta,
author = {Oldrich Paleta and Zdenek Duda and Antonin Holy},
title = {New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides},
journal = {Mendeleev Communications},
year = {2001},
volume = {11},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2001v011n01ABEH001377},
number = {1},
pages = {17--19},
doi = {10.1070/MC2001v011n01ABEH001377}
}
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Paleta, Oldrich, et al. “New fluorinated nucleoside analogues with 2-butenolide rings prepared by nucleophilic vinylic fluorine displacement in 4,4-dialkyl-2,3-difluorobut-2-en-4-olides.” Mendeleev Communications, vol. 11, no. 1, Feb. 2001, pp. 17-19. https://mendcomm.colab.ws/publications/10.1070/MC2001v011n01ABEH001377.

Abstract

Sodium salts of adenine, 2,6-diaminopurine, cytosine, 4-methoxypyrimidin-2-one and aliphatic or alicyclic amines reacted with 4,4-dialkyl-2,3-difluorobut-2-en-4-olides by vinylic substitution of fluorine to give 3-substituted butenolides as nucleoside analogues or enamines, while sodium and lithium salts of aliphatic and aromatic amines reacted as hard nucleophiles to attack the carbonyl group thus causing butenolide ring opening.

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