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Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process

Sergey Franzevich Vasilevskii 1, 2
Sergey Franzevich Vasilevskii
, 
Maria Petrovna Davydova 1
Maria Petrovna Davydova
, 
Victor Il'ich Mamatyuk 2, 3
Victor Il'ich Mamatyuk
, 
Nadezhda Vladimirovna Pleshkova 3
Nadezhda Vladimirovna Pleshkova
, 
Dmitry Sergeevich Fadeev 3
Dmitry Sergeevich Fadeev
, 
Igor Vladimirovich Alabugin 4
Igor Vladimirovich Alabugin
10.1016/j.mencom.2015.09.021
Published 2015-09-10
Communication , Volume 25, Issue 5, 377-379
10
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Vasilevskii S. F. et al. Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process // Mendeleev Communications. 2015. Vol. 25. No. 5. pp. 377-379.
GOST all authors (up to 50) Copy
Vasilevskii S. F., Davydova M. P., Mamatyuk V. I., Pleshkova N. V., Fadeev D. S., Alabugin I. V. Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process // Mendeleev Communications. 2015. Vol. 25. No. 5. pp. 377-379.
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TY - JOUR
DO - 10.1016/j.mencom.2015.09.021
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.09.021
TI - Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process
T2 - Mendeleev Communications
AU - Vasilevskii, Sergey Franzevich
AU - Davydova, Maria Petrovna
AU - Mamatyuk, Victor Il'ich
AU - Pleshkova, Nadezhda Vladimirovna
AU - Fadeev, Dmitry Sergeevich
AU - Alabugin, Igor Vladimirovich
PY - 2015
DA - 2015/09/10
PB - Mendeleev Communications
SP - 377-379
IS - 5
VL - 25
ER -
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@article{2015_Vasilevskii,
author = {Sergey Franzevich Vasilevskii and Maria Petrovna Davydova and Victor Il'ich Mamatyuk and Nadezhda Vladimirovna Pleshkova and Dmitry Sergeevich Fadeev and Igor Vladimirovich Alabugin},
title = {Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process},
journal = {Mendeleev Communications},
year = {2015},
volume = {25},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.09.021},
number = {5},
pages = {377--379},
doi = {10.1016/j.mencom.2015.09.021}
}
MLA
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Vasilevskii, Sergey Franzevich, et al. “Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine- assisted cleavage of triple bond via formal internal redox process.” Mendeleev Communications, vol. 25, no. 5, Sep. 2015, pp. 377-379. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2015.09.021.

Abstract

Reaction of 3-aryl-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ones with (+)-pseudoephedrine leads to products of alkyne moiety cleavage, namely, 1-(3,4,5-trimethoxyphenyl)ethanone and N-(1-hydroxy-1-phenylprop-2-yl)-N-methylbenzamides. In the course of the process one of alkyne carbons undergoes a formal reduction to a Me group, whereas the other one is oxidized to a C(O)NRR’ moiety.

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