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Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols

Anastasiya Grigor'evna Mal'kina 1
Anastasiya Grigor'evna Mal'kina
, 
Valentina Vasil'evna Nosyreva 1
Valentina Vasil'evna Nosyreva
, 
Olesya Aleksandrovna Shemyakina 1
Olesya Aleksandrovna Shemyakina
, 
Alexander Ivanovich Albanov 1
Alexander Ivanovich Albanov
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2017.01.003
Published 2016-12-29
Communication , Volume 27, Issue 1, 14-15
2
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Mal'kina A. G. et al. Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols // Mendeleev Communications. 2016. Vol. 27. No. 1. pp. 14-15.
GOST all authors (up to 50) Copy
Mal'kina A. G., Nosyreva V. V., Shemyakina O. A., Albanov A. I., Trofimov B. A. Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols // Mendeleev Communications. 2016. Vol. 27. No. 1. pp. 14-15.
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TY - JOUR
DO - 10.1016/j.mencom.2017.01.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.003
TI - Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols
T2 - Mendeleev Communications
AU - Mal'kina, Anastasiya Grigor'evna
AU - Nosyreva, Valentina Vasil'evna
AU - Shemyakina, Olesya Aleksandrovna
AU - Albanov, Alexander Ivanovich
AU - Trofimov, Boris Aleksandrovich
PY - 2016
DA - 2016/12/29
PB - Mendeleev Communications
SP - 14-15
IS - 1
VL - 27
ER -
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@article{2016_Mal'kina,
author = {Anastasiya Grigor'evna Mal'kina and Valentina Vasil'evna Nosyreva and Olesya Aleksandrovna Shemyakina and Alexander Ivanovich Albanov and Boris Aleksandrovich Trofimov},
title = {Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols},
journal = {Mendeleev Communications},
year = {2016},
volume = {27},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.003},
number = {1},
pages = {14--15},
doi = {10.1016/j.mencom.2017.01.003}
}
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Mal'kina, Anastasiya Grigor'evna, et al. “Regio- and stereoselective modification of cytosine with cyanopropargylic alcohols.” Mendeleev Communications, vol. 27, no. 1, Dec. 2016, pp. 14-15. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.01.003.

Abstract

Cyanopropargylic alcohols (4-hydroxyalk-2-ynenitriles) add cytosine at the triple bond under mild conditions (3–5 mol% K2CO3, DMF, 20–25°C, 2–3 h) to afford regio- and stereoselectively the Michael adducts, (Z)-3-[4-amino-2-oxo-1(2H)-pyrimidinyl]-4-hydroxy-4-alkylalk-2-enenitriles, in80–88% yield.

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