The Effect of Substituents of α-Alkyl Sidechains on Furan-Diazoester Interactions

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• 作者：Wenkert ; Ernest ; Khatuya ; Haripada
• 关键词：Acetals ; furans ; carbenes and carbenoids ; diazo compounds
• 刊名：Tetrahedron Letters
• 出版年：1999
• 出版时间：July, 1999
• 年：1999
• 卷：40
• 期：30
• 页码：5439-5442
• 全文大小：196 K

文摘

Reactions of various α-alkyl-substituted furans with ethyl diazoacetate or methyl diazopropionate in the presence of Rh₂(OAc)₄, followed by iodine-induced isomerization, yielded a variety of functionalized 1,3-diacyl-butadienes (furan ring-unravelled products). Though with furfural and 2-acetylfuran the reaction took place at the sidechain, with furfural acetal both the furan as well as acetal moities participated.