1-Hexanol, 6-(phenylmethoxy)-

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CAS: 71126-73-3
MF: C13H20O2
MW: 208.2967
Synonyms: 1-Hexanol, 6-(phenylmethoxy)-

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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, Lili Sheng, Xiaochu Zhang, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 1579-1583
Publication Date(Web):20 March 2013
DOI: 10.1016/j.tetlet.2013.01.045
A facile and efficient protocol for the oxidative deprotection of benzyl-type ethers has been developed. The reaction was performed with catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) under atmospheric pressure of O2. Under the optimal reaction conditions, a variety of p-methoxybenzyl (PMB), p-phenylbenzyl (PPB), and benzyl (Bn) ethers can be deprotected to their corresponding alcohols in excellent conversions and selectivities.A facile and efficient protocol for the oxidative deprotection of benzyl-type ethers has been developed. The reaction was performed with catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) under atmospheric pressure of O2. Under the optimal reaction conditions, a variety of PMB, PPB, and Bn ethers can be deprotected to their corresponding alcohols in excellent 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, Lili Sheng, Xiaochu Zhang, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 1579-1583
Publication Date(Web):20 March 2013
DOI: 10.1016/j.tetlet.2013.01.045
A facile and efficient protocol for the oxidative deprotection of benzyl-type ethers has been developed. The reaction was performed with catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) under atmospheric pressure of O2. Under the optimal reaction conditions, a variety of p-methoxybenzyl (PMB), p-phenylbenzyl (PPB), and benzyl (Bn) ethers can be deprotected to their corresponding alcohols in excellent conversions and selectivities.A facile and efficient protocol for the oxidative deprotection of benzyl-type ethers has been developed. The reaction was performed with catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN) under atmospheric pressure of O2. Under the optimal reaction conditions, a variety of PMB, PPB, and Bn ethers can be deprotected to their corresponding alcohols in excellent conversions and selectivities.Image for unlabelled figure

Michael J. Krische

University of Texas at Austin
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Dennis P. Curran

University of Pittsburgh
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Masato Kitamura

Nagoya University
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Shinji Tanaka

Nagoya University
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Dr Gordon Florence

University of St Andrews
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Rongbiao Tong

The Hong Kong University of Science and Technology
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