Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with β-tetronic acid bromide:: efficient synthesis of cleviolide

Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with β-tetronic acid bromide:: efficient synthesis of cleviolide
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DOI:
10.1016/j.tetlet.2006.10.156
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发表时间:
2007-01-01
影响因子:
1.8
通讯作者:
Ndzi, Bruno
Ndzi, Bruno
中科院分区:
化学4区
文献类型:
--
作者:
Boukouvalas, John;Cote, Sebastien;Ndzi, Bruno

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通过β-特窗酸溴化物的Sonogashira或Heck型炔基化,实现了4-(1-炔基)-2(5H)-呋喃酮的温和且方便的合成。作为该方法的例证,天然产物 cleviolide 分两步制备,总产率为 78%。 (c) 2006 Elsevier Ltd. 保留所有权利。
A mild and convenient synthesis of 4-(1-alkynyl)-2(5H)-furanones has been achieved by Sonogashira or Heck-type alkynylation of beta-tetronic acid bromide. As an illustration of this methodology, the natural product cleviolide was prepared in two steps and 78% overall yield. (c) 2006 Elsevier Ltd. All rights reserved.