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Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative

Natalya Kazimirovna Selezneva 1
Natalya Kazimirovna Selezneva
, 
Adeliya Maratovna Galeeva 1
Adeliya Maratovna Galeeva
, 
Leonard Mukhibovich Khalilov 2
Leonard Mukhibovich Khalilov
, 
Zuleykha Rakhim'yanovna Valiullina 1
Zuleykha Rakhim'yanovna Valiullina
, 
Mansur Sagar'yarovich Miftakhov 1
Mansur Sagar'yarovich Miftakhov
10.1016/j.mencom.2020.05.017
Published 2020-04-30
Communication , Volume 30, Issue 3, 313-314
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Selezneva N. K. et al. Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 313-314.
GOST all authors (up to 50) Copy
Selezneva N. K., Galeeva A. M., Khalilov L. M., Valiullina Z. R., Miftakhov M. S. Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 313-314.
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TY - JOUR
DO - 10.1016/j.mencom.2020.05.017
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.017
TI - Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative
T2 - Mendeleev Communications
AU - Selezneva, Natalya Kazimirovna
AU - Galeeva, Adeliya Maratovna
AU - Khalilov, Leonard Mukhibovich
AU - Valiullina, Zuleykha Rakhim'yanovna
AU - Miftakhov, Mansur Sagar'yarovich
PY - 2020
DA - 2020/04/30
PB - Mendeleev Communications
SP - 313-314
IS - 3
VL - 30
ER -
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@article{2020_Selezneva,
author = {Natalya Kazimirovna Selezneva and Adeliya Maratovna Galeeva and Leonard Mukhibovich Khalilov and Zuleykha Rakhim'yanovna Valiullina and Mansur Sagar'yarovich Miftakhov},
title = {Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.017},
number = {3},
pages = {313--314},
doi = {10.1016/j.mencom.2020.05.017}
}
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Selezneva, Natalya Kazimirovna, et al. “Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative.” Mendeleev Communications, vol. 30, no. 3, Apr. 2020, pp. 313-314. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.017.

Keywords

azetidin-2-ones
chemodivergent synthesis
dehydrobromination
diastereomers
α-methylidene-β-lactams
β-bromomethacryloylamides
β-lactams

Abstract

Depending on the base used, reactions of 2,3-dibromo-2-methyl-N-[(1R)-1-phenylethyl]propanamide with DBU, ButOK and NaH in THF lead to β-bromomethacryloylamides, α-methylidene-β-lactam and azetidin-2-ones, respectively.

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