Modification of g-Aminobutyric Acid with Acylacetylenes: Stereoselective C-Vinylation of the Primary Adducts and Transformation to Acylpyridines

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• 作者：Tatyana E. Glotova ; Marina Yu. Dvorko ; Igor A. Ushakov ; Dmitrii A. Shabalin ; Elena Yu. Schmidt ; Boris A. Trofimov ; ^{boris_trofimov@irioch.irk.ru}
• 刊名：Mendeleev Communications
• 出版年：2012
• 出版时间：November-December, 2012
• 年：2012
• 卷：22
• 期：6
• 页码：314-316
• 全文大小：247 K

文摘

Primary N-C adducts of g-aminobutyric acid (GABA) to acylacetylenes undergo mild stereoselective C-vinylation by another acylacetylene molecule to afford (2E,4Z)-4-acyl-5-aminoalka-2,4-dien-1-one-type diadducts in 83-92 % yields. The latter cyclize to acylpyridines in up to 89 % yields with the C-N bond cleavage in the GABA moiety and elimination of g-butyrolactone.