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Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone

Gul’naz Razilevna Sunagatullina 1
Gul’naz Razilevna Sunagatullina
, 
Alexander Nikolaevich Lobov 1
Alexander Nikolaevich Lobov
, 
Mansur Sagar'yarovich Miftakhov 1
Mansur Sagar'yarovich Miftakhov
10.1016/j.mencom.2021.09.034
Published 2021-09-08
Communication , Volume 31, Issue 5, 696-697
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Sunagatullina G. R., Lobov A. N., Miftakhov M. S. Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone // Mendeleev Communications. 2021. Vol. 31. No. 5. pp. 696-697.
GOST all authors (up to 50) Copy
Sunagatullina G. R., Lobov A. N., Miftakhov M. S. Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone // Mendeleev Communications. 2021. Vol. 31. No. 5. pp. 696-697.
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TY - JOUR
DO - 10.1016/j.mencom.2021.09.034
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.09.034
TI - Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone
T2 - Mendeleev Communications
AU - Sunagatullina, Gul’naz Razilevna
AU - Lobov, Alexander Nikolaevich
AU - Miftakhov, Mansur Sagar'yarovich
PY - 2021
DA - 2021/09/08
PB - Mendeleev Communications
SP - 696-697
IS - 5
VL - 31
ER -
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@article{2021_Sunagatullina,
author = {Gul’naz Razilevna Sunagatullina and Alexander Nikolaevich Lobov and Mansur Sagar'yarovich Miftakhov},
title = {Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.09.034},
number = {5},
pages = {696--697},
doi = {10.1016/j.mencom.2021.09.034}
}
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Sunagatullina, Gul’naz Razilevna, et al. “Lead tetraacetate assisted formation of bis(acetoxy)acetic acid derivative from carvone.” Mendeleev Communications, vol. 31, no. 5, Sep. 2021, pp. 696-697. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.09.034.

Keywords

1,4-dioxanes
carvone
dimers
diols
gem-acetoxylation reactions
lead tetraacetate

Abstract

R-Carvone on heating with Pb(OAc)4 in benzene gives (2RS)-2-hydroxy-2-[(1S)-4-methyl-5-oxocyclohex-3-en-1-yl)]-prop-1-yl bis(acetoxy)acetate. Alkaline hydrolysis of this compound affords the corresponding diol which under acidic catalysis is transformed into bis-hydroxy ether and 1,4-dioxane derivatives.

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