Benzene,1-methoxy-4-[(phenylmethoxy)methyl]-

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CAS: 3613-53-4
MF: C15H16O2
MW: 228.28634
Synonyms: Benzene,1-methoxy-4-[(phenylmethoxy)methyl]-

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Nan Sun

Zhejiang University of Technology
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Zhenlu Shen

Zhejiang University of Technology
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Co-reporter: Zhenlu Shen, Meng Chen, Tiantian Fang, Meichao Li, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 2768-2772
Publication Date(Web):20 May 2015
DOI: 10.1016/j.tetlet.2015.04.033
A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.Image for unlabelled figure

Weimin Mo

Zhejiang University of Technology
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Xinquan Hu

Zhejiang University of Technology
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Co-reporter: Zhenlu Shen, Meng Chen, Tiantian Fang, Meichao Li, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 2768-2772
Publication Date(Web):20 May 2015
DOI: 10.1016/j.tetlet.2015.04.033
A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.Image for unlabelled figure

LingYi Kong

China Pharmaceutical University
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Mao-Sheng Cheng

Shenyang Pharmaceutical University
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Yongxiang Liu

Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University)
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Stuart H. Taylor

Cardiff University
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Chae Yi

Marquette University
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MeiChao Li

Zhejiang University of Technology
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