A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones
Тип публикации: Journal Article
Дата публикации: 2003-02-21
scimago Q1
wos Q1
БС1
SJR: 5.489
CiteScore: 24.4
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
12630876
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
A new and simple method is described for the one-step oxidation of alpha,beta-enones to 1,4-enediones in good yields (generally 80-90%) using t-butylhydroperoxide as stoichiometric oxidant and 20% Pd(OH)2 on carbon (5 mol %) as catalyst in CH2Cl2 solution. The same reagents have been used to convert ethylene ketals of alpha,beta-enones to the corresponding monoethylene ketals of 1,4-enediones. Seven representative examples are presented in Table 1. All of the available evidence on these oxidations points to a radical-chain mechanism initiated by the tert-butylperoxy radical (see Scheme 1). gamma-tert-Butylperoxy ethers are formed as major products in the oxidation of alpha,beta-enones possessing only a single gamma-hydrogen.
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ГОСТ
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Yu J., Corey E. J. A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones // Journal of the American Chemical Society. 2003. Vol. 125. No. 11. pp. 3232-3233.
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Yu J., Corey E. J. A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones // Journal of the American Chemical Society. 2003. Vol. 125. No. 11. pp. 3232-3233.
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TY - JOUR
DO - 10.1021/ja0340735
UR - https://doi.org/10.1021/ja0340735
TI - A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones
T2 - Journal of the American Chemical Society
AU - Yu, Jinquan
AU - Corey, E J
PY - 2003
DA - 2003/02/21
PB - American Chemical Society (ACS)
SP - 3232-3233
IS - 11
VL - 125
PMID - 12630876
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (до 50 авторов)
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@article{2003_Yu,
author = {Jinquan Yu and E J Corey},
title = {A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones},
journal = {Journal of the American Chemical Society},
year = {2003},
volume = {125},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/ja0340735},
number = {11},
pages = {3232--3233},
doi = {10.1021/ja0340735}
}
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MLA
Скопировать
Yu., Jinquan, and E J Corey. “A Mild, Catalytic, and Highly Selective Method for the Oxidation of α,β-Enones to 1,4-Enediones.” Journal of the American Chemical Society, vol. 125, no. 11, Feb. 2003, pp. 3232-3233. https://doi.org/10.1021/ja0340735.