Doubly Vinylogous Aldol Reaction of Furoate Esters with Aldehydes and Ketones

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• 作者：William T. Hartwig ; Tarek Sammakia
• 刊名：Journal of Organic Chemistry
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：82
• 期：1
• 页码：759-764
• 全文大小：355K
• ISSN：1520-6904

文摘

The use of bulky Lewis acids, aluminum tris(2,6-diphenylphenoxide) (ATPH) and aluminum tris(2,6-di-2-naphthylphenoxide) (ATNP), in the doubly vinylogous aldol reaction between methyl-5-methyl-2-furoate and aldehydes or ketones is described. These reactions proceed smoothly and in high yields with both enolizable and non-enolizable substrates. This C–C bond-forming reaction enables a new bond construction for the synthesis of functionalized furans.