Ireland-Claisen rearrangement of ynamides: stereocontrolled synthesis of 2-amidodienes

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• 作者：Stephen J. Heffernan ; David R. Carbery
• 关键词：Sigmatropic ; Ireland&ndash ; Claisen ; Furanomycin ; Amino acid ; Rearrangement
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：19 September, 2012
• 年：2012
• 卷：53
• 期：38
• 页码：5180-5182
• 全文大小：553 K

文摘

The Ireland-Claisen rearrangement of propargyl ynamido ester substrates is reported. The expected allenamide carboxylic acid products from [3,3]-sigmatropic rearrangement are not isolated, with 2-amidodienes alternatively formed in good yield with high levels of stereocontrol after decarboxylation.