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- Rhydian H. Beddoe
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- Keith G. Andrews
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- Valentin Magné
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- James D. Cuthbertson
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- Jan Saska
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- Andrew L. Shannon-Little
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
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- Stephen E. Shanahan
- Jealott’s Hill International Research Centre, Jealott’s Hill, Bracknell, Berkshire RG42 6EY, UK.
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- Helen F. Sneddon
- Green Chemistry, GlaxoSmithKline, Medicines Research Centre, Stevenage, Hertfordshire SG1 2NY, UK.
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- Ross M. Denton
- GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, School of Chemistry, University of Nottingham, Nottingham NG7 2GA, UK.
書誌事項
- 公開日
- 2019-08-30
- DOI
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- 10.1126/science.aax3353
- 公開者
- American Association for the Advancement of Science (AAAS)
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説明
<jats:title>Displacing OH groups catalytically</jats:title> <jats:p> The Mitsunobu reaction is widely used to invert the configuration of alcohols. However, its major drawback is the need to activate the alcohol with a full equivalent of phosphine, thereby generating a phosphine oxide co-product. Beddoe <jats:italic>et al.</jats:italic> report a phosphine oxide compound that achieves the same result catalytically (see the Perspective by Longwitz and Werner). The key is a phenol substituent that can reversibly bond through its oxygen to phosphorus, forming a ring that the alcohol opens. The phosphorus thus remains in the +5 oxidation state throughout the reaction, and water is the only by-product. </jats:p> <jats:p> <jats:italic>Science</jats:italic> , this issue p. <jats:related-article xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="doi" issue="6456" page="910" related-article-type="in-this-issue" vol="365" xlink:href="10.1126/science.aax3353">910</jats:related-article> ; see also p. <jats:related-article xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="doi" issue="6456" page="866" related-article-type="in-this-issue" vol="365" xlink:href="10.1126/science.aay6635">866</jats:related-article> </jats:p>
収録刊行物
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- Science
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Science 365 (6456), 910-914, 2019-08-30
American Association for the Advancement of Science (AAAS)
