Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2 ZrCl2 . One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans
Publication type: Journal Article
Publication date: 2016-12-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
One-pot synthesis of 2-[(hydroxy- and methoxyphenyl)methyl]butane-1,4-diols in an overall yield of 60–65% by cycloalumination of allylbenzenes (4-allyl-1-methoxybenzene, 4-allyl-1,2-dimethoxybenzene, 5-allyl-2-methoxyphenol, and 5-allyl-1,2,3-trimethoxybenzene) with triethylaluminum in the presence of Cp2ZrCl2 is reported for the first time. The developed procedure opens a new synthetic route to practically important β-substituted butane-1,4-diols that are precursors to dibenzylbutane lignans.
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Parfenova L. V. et al. Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2ZrCl2. One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans // Russian Journal of Organic Chemistry. 2016. Vol. 52. No. 12. pp. 1750-1755.
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Parfenova L. V., Kovyazin P. V., Tyumkina T. V., Khalilov L. M., Dzhemilev U. M. Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2ZrCl2. One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans // Russian Journal of Organic Chemistry. 2016. Vol. 52. No. 12. pp. 1750-1755.
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TY - JOUR
DO - 10.1134/S107042801612006X
UR - https://doi.org/10.1134/S107042801612006X
TI - Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2ZrCl2. One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans
T2 - Russian Journal of Organic Chemistry
AU - Parfenova, L V
AU - Kovyazin, P V
AU - Tyumkina, T V
AU - Khalilov, L M
AU - Dzhemilev, U M
PY - 2016
DA - 2016/12/01
PB - Pleiades Publishing
SP - 1750-1755
IS - 12
VL - 52
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2016_Parfenova,
author = {L V Parfenova and P V Kovyazin and T V Tyumkina and L M Khalilov and U M Dzhemilev},
title = {Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2ZrCl2. One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans},
journal = {Russian Journal of Organic Chemistry},
year = {2016},
volume = {52},
publisher = {Pleiades Publishing},
month = {dec},
url = {https://doi.org/10.1134/S107042801612006X},
number = {12},
pages = {1750--1755},
doi = {10.1134/S107042801612006X}
}
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Parfenova, L. V., et al. “Cycloalumination of allylbenzenes with triethylaluminum in the presence of Cp2ZrCl2. One-pot synthesis of 2-benzylbutane-1,4-diols as precursors of dibenzylbutane lignans.” Russian Journal of Organic Chemistry, vol. 52, no. 12, Dec. 2016, pp. 1750-1755. https://doi.org/10.1134/S107042801612006X.
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