Synthesis of 2-(1-phosphorylalkyl)- and 2-(1-alkenyl)furans through nitrile oxide cycloaddition route.
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概要
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A new synthetic method of 2-(1-phosphorylalkyl)furans with a variety of substituents on the ring is presented. Cycloaddition of (diethoxyphosphoryl)acetonitrile oxide to <I>O</I>-protected allyl alcohols is followed by a simple sequential procedure including Raney Ni reduction and acid treatment to give 2-(1-phosphorylmethyl)furans. The phosphorus-stabilized carbanions derived from the phosphorus-functionalized furans are applied to alkylation, oxidation with oxygen, or olefination to provide 2-(1-phosphorylalkyl)furans, 2-acylfurans, or 2-(1-alkenyl)furans, respectively. Some other synthetic applications are also described.
- 公益社団法人 日本化学会の論文
著者
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SUGA Hiroyuki
Institute for Medical and Dental Engineering, Tokyo Medical and Dental University
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Kanemasa Shuji
Institute Of Advanced Material Study Kyushu University
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Tsuge Otohiko
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences
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