Home / Publications / Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids

Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids

Oxana Borisovna Kazakova 1
Oxana Borisovna Kazakova
Natalya Ivanovna Medvedeva 1
Natalya Ivanovna Medvedeva
Genrikh Alexandrovich Tolstikov 1
Genrikh Alexandrovich Tolstikov
Olga Sergeevna Kukovinets 1
Olga Sergeevna Kukovinets
Leonid Vasilevich Spirikhin 1
Leonid Vasilevich Spirikhin
Aidar Timergalievich Gubaidullin 2
Aidar Timergalievich Gubaidullin
Published 2010-06-16
CommunicationVolume 20, Issue 4, 234-236
20
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Kazakova O. B. et al. Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids // Mendeleev Communications. 2010. Vol. 20. No. 4. pp. 234-236.
GOST all authors (up to 50) Copy
Kazakova O. B., Medvedeva N. I., Tolstikov G. A., Kukovinets O. S., Yamansarov È. Y., Spirikhin L. V., Gubaidullin A. T. Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids // Mendeleev Communications. 2010. Vol. 20. No. 4. pp. 234-236.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2010.06.018
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.06.018
TI - Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids
T2 - Mendeleev Communications
AU - Kazakova, Oxana Borisovna
AU - Medvedeva, Natalya Ivanovna
AU - Tolstikov, Genrikh Alexandrovich
AU - Kukovinets, Olga Sergeevna
AU - Yamansarov, Èmil' Yulayevich
AU - Spirikhin, Leonid Vasilevich
AU - Gubaidullin, Aidar Timergalievich
PY - 2010
DA - 2010/06/16
PB - Mendeleev Communications
SP - 234-236
IS - 4
VL - 20
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Kazakova,
author = {Oxana Borisovna Kazakova and Natalya Ivanovna Medvedeva and Genrikh Alexandrovich Tolstikov and Olga Sergeevna Kukovinets and Èmil' Yulayevich Yamansarov and Leonid Vasilevich Spirikhin and Aidar Timergalievich Gubaidullin},
title = {Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids},
journal = {Mendeleev Communications},
year = {2010},
volume = {20},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.06.018},
number = {4},
pages = {234--236},
doi = {10.1016/j.mencom.2010.06.018}
}
MLA
Cite this
MLA Copy
Kazakova, Oxana Borisovna, et al. “Synthesis of terminal acetylenes using POCl3 in pyridine as applied to natural triterpenoids.” Mendeleev Communications, vol. 20, no. 4, Jun. 2010, pp. 234-236. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.06.018.

Keywords

acetylene compounds
betulin
natural products
synthesis
triterpenoids

Abstract

Four new triterpenoids with alkyne moieties have been synthesized by the proposed procedure; among them, 3β,28-dihydroxy-29-norlup-20(30)-yne has demonstrated antiviral activity against papilloma virus and HCV replicon.

References

1.
Palladium-Catalyzed Alkynylation
Negishi E., Anastasia L.
Chemical Reviews, 2003
2.
Acetylene: new prospects of classical reactions
Trofimov B.A., Gusarova N.K.
Russian Chemical Reviews, 2007
3.
The growing applications of click chemistry
Moses J.E., Moorhouse A.D.
Chemical Society Reviews, 2007
5.
Cu-Catalyzed Azide−Alkyne Cycloaddition
Meldal M., Tornøe C.W.
Chemical Reviews, 2008
6.
10.1016/j.mencom.2010.06.018_bib4
Dembitsky
Nat. Prod. Commun., 2006
7.
One-Step Synthesis of Acetylenes from Ketones
Wong C.M., Ho T.
Synthetic Communications, 1974
8.
10.1016/j.mencom.2010.06.018_bib6_1
Tolstikov
Khimiya v Interesakh Ustoichivogo Razvitiya, 1997
9.
10.1016/j.mencom.2010.06.018_bib6_2
Tolstikov
Khimiya v Interesakh Ustoichivogo Razvitiya, 2005
10.
Birch bark research and development
Krasutsky P.A.
Natural Product Reports, 2006
11.
Pharmacological activities of natural triterpenoids and their therapeutic implications
Dzubak P., Hajduch M., Vydra D., Hustova A., Kvasnica M., Biedermann D., Markova L., Urban M., Sarek J.
Natural Product Reports, 2006
12.
G. A. Tolstikov, L. A. Baltina, V. P. Grankina, R. M. Kondratenko and T. G. Tolstikova, Licorice: Biodiversity, Chemistry and Application in Medicine, Academic Publishing House ‘Geo’, Novosibirsk, 2007.
13.
10.1016/j.mencom.2010.06.018_bib7
Tolstikov
Dokl. Akad. Nauk, 1967
14.
Efficient synthesis of the first betulonic acid–acetylene hybrids and their hepatoprotective and anti-inflammatory activity
Vasilevsky S.F., Govdi A.I., Shults E.E., Shakirov M.M., Sorokina I.V., Tolstikova T.G., Baev D.S., Tolstikov G.A., Alabugin I.V.
Bioorganic and Medicinal Chemistry, 2009