The reactions of 2-(trimethylsiloxy)furans with orthocarboxylic esters, acetals, and acylal in the presence of Lewis acids.
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概要
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The reaction of 2-(trimethylsiloxy)furan (<B>1</B>) with orthocarboxylic esters, acetals, and acylal in the presence of Lewis acids afforded the corresponding 4-substituted 2-buten-4-olides. The reaction of 5-methyl-2-(trimethyl-siloxy)furan with orthocarboxylic esters gave unstable 2-substituted 3-penten-4-olides as major products; these gave 2,5-alkanediones upon hydrolysis. The furan (<B>1</B>) also reacted with 1,1-diacetoxy-2-butene to give a mixture of 5-acetoxy-2,6-octadien-4-olide and 7-acetoxy-5-methyl-2,6-heptadien-4-olide. From the former compound, nigrosporalactone was synthesized.
- 公益社団法人 日本化学会の論文
著者
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Asaoka Morio
Department Of Chemical And Biological Sciences Faculty Of Science Japan Women's University
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Takei Hisashi
Department Of Life Chemistry Tokyo Institute Of Technology
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Sugimura Naoyuki
Department of Life Chemistry, Tokyo Institute of Technology
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