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Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives

Konstantin V. Vasechkin 1, 2
Konstantin V. Vasechkin
,  , 
Alexander Sergeevich Kucherenko 2 *
Alexander Sergeevich Kucherenko
* alexkucherenko@yandex.ru
,  , 
Alexander Aleksandrovich Korlyukov 3
Alexander Aleksandrovich Korlyukov
, 
10.71267/mencom.7871
Published 2025-11-29
Communication , Volume 36, Issue 1, 15-17
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Vasechkin K. V. et al. Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 15-17.
GOST all authors (up to 50) Copy
Vasechkin K. V., Kovalevsky R. A., Kucherenko A. S., Romanenko A. R., Korlyukov A. A., Zlotin S. G. Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 15-17.
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TY - JOUR
DO - 10.71267/mencom.7871
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7871
TI - Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives
T2 - Mendeleev Communications
AU - Vasechkin, Konstantin V.
AU - Kovalevsky, Ruslan A
AU - Kucherenko, Alexander Sergeevich
AU - Romanenko, Alexander R
AU - Korlyukov, Alexander Aleksandrovich
AU - Zlotin, Sergei Grigorievich
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 15-17
IS - 1
VL - 36
ER -
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@article{2025_Vasechkin,
author = {Konstantin V. Vasechkin and Ruslan A Kovalevsky and Alexander Sergeevich Kucherenko and Alexander R Romanenko and Alexander Aleksandrovich Korlyukov and Sergei Grigorievich Zlotin},
title = {Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7871},
number = {1},
pages = {15--17},
doi = {10.71267/mencom.7871}
}
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Cite this
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Vasechkin, Konstantin V., et al. “Biomass-based enantioselective approach to 1,2-di(furan-2-yl)ethane-1,2-diamine and its derivatives.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 15-17. https://mendcomm.colab.ws/publications/10.71267/mencom.7871.
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Keywords

1
2-diamines.
bioactive compounds
biomass conversion
chiral drugs
diaza–Cope rearrangement
enantioselective synthesis

Abstract

A practical method for the synthesis of (S,S)- and (R,R)-1,2-di(furan-2-yl)ethane-1,2-diamine antipodes in a multigram scale is based on the stereoselective reaction of furfural, a biomass processing product, with commercially available enantiomers of 1,2-bis(2-hydroxyphenyl)ethane-1,2-diamine under green chemistry conditions. Simple chemical transformations of the (S,S)-enantiomer were not accompanied by racemization and did not require chromatographic purification of the products. In this way, chiral derivatives of 2,3-diaminosuccinic acid exhibiting antimicrobial properties, and ketopiperazine, a structural fragment of some biologically active compounds, were obtained.

Funders

Ministry of Education and Science of the Russian Federation
075-00277-24-00

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