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Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions

Liliya Khalitovna Faizullina 1
Liliya Khalitovna Faizullina
, 
Artur R Tagirov 1
Artur R Tagirov
, 
Shamil Mubarakovich Salikhov 1
Shamil Mubarakovich Salikhov
, 
Farid Abdullovich Valeev 1
Farid Abdullovich Valeev
10.1016/j.mencom.2022.01.032
Published 2022-01-03
Communication , Volume 32, Issue 1, 100-102
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Faizullina L. K. et al. Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 100-102.
GOST all authors (up to 50) Copy
Faizullina L. K., Tagirov A. R., Salikhov S. M., Valeev F. A. Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 100-102.
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TY - JOUR
DO - 10.1016/j.mencom.2022.01.032
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.032
TI - Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions
T2 - Mendeleev Communications
AU - Faizullina, Liliya Khalitovna
AU - Tagirov, Artur R
AU - Salikhov, Shamil Mubarakovich
AU - Valeev, Farid Abdullovich
PY - 2022
DA - 2022/01/03
PB - Mendeleev Communications
SP - 100-102
IS - 1
VL - 32
ER -
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@article{2022_Faizullina,
author = {Liliya Khalitovna Faizullina and Artur R Tagirov and Shamil Mubarakovich Salikhov and Farid Abdullovich Valeev},
title = {Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.032},
number = {1},
pages = {100--102},
doi = {10.1016/j.mencom.2022.01.032}
}
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Faizullina, Liliya Khalitovna, et al. “Reaction of the levoglucosenone Diels–Alder adducts with acetaldehyde under the McMurry conditions.” Mendeleev Communications, vol. 32, no. 1, Jan. 2022, pp. 100-102. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.032.

Keywords

acetaldehyde
acetals
Diels–Alder adducts
levoglucosenone
McMurry reaction
pinacol reaction

Abstract

Reactions of acetaldehyde with Diels–Alder adducts of levoglucosenone with butadiene, isoprene, and cyclohexa-diene assisted by low-valence titanium afford products of acetaldehyde addition to the acetal center with opening of the 1,6-anhydro bridge. In the case of the cyclopentadiene adduct, the reaction gives the product of addition of the ethyl substituent to the acetal center while the 1,6-anhydro bridge remains unchanged.

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