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Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions
1
Publication type: Journal Article
Publication date: 2020-01-21
PubMed ID:
31973220
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
An alternative catalytic strategy for the preparation of benzylmethacrylate esters, key intermediates in the synthesis of coenzyme Q10 and derivatives, was reported. This strategy avoided undesirable stoichiometric reduction/oxidation processes by utilizing the catalytic formation of allylarenes and then cross-metathesis to selectively form E-benzylmethacrylate esters with good yields (58–64%) and complete E-selectivity. The ester intermediates were reduced to common key benzylallylic alcohols (90–92% yield), which were subsequently used in the formal syntheses of coenzyme Q10 and one derivative.
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Nguyen T., Mac H., Phong P. Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions // Molecules. 2020. Vol. 25. No. 3. p. 448.
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Nguyen T., Mac H., Phong P. Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions // Molecules. 2020. Vol. 25. No. 3. p. 448.
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TY - JOUR
DO - 10.3390/molecules25030448
UR - https://doi.org/10.3390/molecules25030448
TI - Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions
T2 - Molecules
AU - Nguyen, Trang
AU - Mac, Hung
AU - Phong, Pham
PY - 2020
DA - 2020/01/21
PB - MDPI
SP - 448
IS - 3
VL - 25
PMID - 31973220
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2020_Nguyen,
author = {Trang Nguyen and Hung Mac and Pham Phong},
title = {Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions},
journal = {Molecules},
year = {2020},
volume = {25},
publisher = {MDPI},
month = {jan},
url = {https://doi.org/10.3390/molecules25030448},
number = {3},
pages = {448},
doi = {10.3390/molecules25030448}
}
Cite this
MLA
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Nguyen, Trang, et al. “Preparation of Key Intermediates for the Syntheses of Coenzyme Q10 and Derivatives by Cross-Metathesis Reactions.” Molecules, vol. 25, no. 3, Jan. 2020, p. 448. https://doi.org/10.3390/molecules25030448.