One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene
Тип публикации: Journal Article
Дата публикации: 2009-10-01
scimago Q2
wos Q2
БС2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
A facile, consecutive, self-consisting assembly of two molecules of ketones with two molecules of acetylene to afford 7-methylene-6,8-dioxabicyclo[3.2.1]octanes, which are unknown congeners of widespread insect pheromones, has been discovered. The reaction is realized in a one-pot procedure in a MOH/DMSO system (M = K, Cs) at 80 °C for 1 h under acetylene pressure or under atmospheric pressure; the isolated yields of the bicycles reached 86 %. The new reaction conceptually contributes to the synthesis of insect pheromones as well as to the chemistry of ketones and acetylene. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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Trofimov B. A. et al. One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene // European Journal of Organic Chemistry. 2009. Vol. 2009. No. 30. pp. 5142-5145.
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Trofimov B. A., Schmidt E. Yu., Ushakov I., Mikhaleva A. I., Zorina N. V., Protsuk N. I., Senotrusova E. Yu., Skitaltseva E. V., Kazheva O., Alexandrov G. G., Dyachenko O. A. One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene // European Journal of Organic Chemistry. 2009. Vol. 2009. No. 30. pp. 5142-5145.
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TY - JOUR
DO - 10.1002/ejoc.200900853
UR - https://doi.org/10.1002/ejoc.200900853
TI - One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene
T2 - European Journal of Organic Chemistry
AU - Trofimov, B. A.
AU - Schmidt, Elena Yu
AU - Ushakov, Igor
AU - Mikhaleva, Al'bina I
AU - Zorina, Nadezhda V
AU - Protsuk, Nadezhda I
AU - Senotrusova, Elena Yu
AU - Skitaltseva, Elena V
AU - Kazheva, O.
AU - Alexandrov, Grigorii G
AU - Dyachenko, Oleg A.
PY - 2009
DA - 2009/10/01
PB - Wiley
SP - 5142-5145
IS - 30
VL - 2009
SN - 1434-193X
SN - 1099-0690
ER -
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@article{2009_Trofimov,
author = {B. A. Trofimov and Elena Yu Schmidt and Igor Ushakov and Al'bina I Mikhaleva and Nadezhda V Zorina and Nadezhda I Protsuk and Elena Yu Senotrusova and Elena V Skitaltseva and O. Kazheva and Grigorii G Alexandrov and Oleg A. Dyachenko},
title = {One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene},
journal = {European Journal of Organic Chemistry},
year = {2009},
volume = {2009},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/ejoc.200900853},
number = {30},
pages = {5142--5145},
doi = {10.1002/ejoc.200900853}
}
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MLA
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Trofimov, B. A., et al. “One-Pot Assembly of 7-Methylene-6,8-dioxabicyclo[3.2.1]octanes, Congeners of Frontalin, from Ketones and Acetylene.” European Journal of Organic Chemistry, vol. 2009, no. 30, Oct. 2009, pp. 5142-5145. https://doi.org/10.1002/ejoc.200900853.
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