(Z)-dec-2-en-4-yn-1-ol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-dec-2-en-4-yn-1-ol
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: OSEIVOVZCSBRQO-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-庚炔 、 (Z)-3-((Z)-3-Hydroxy-propenyltellanyl)-prop-2-en-1-ol 在 1,2-双(二苯基膦)乙烷氯化镍 四氢吡咯 、 copper(l) iodide 作用下， 反应 20.0h， 以71%的产率得到(Z)-dec-2-en-4-yn-1-ol
  参考文献：
  名称：

  Stereoselective Synthesis of Enynes by Nickel-Catalyzed Cross-Coupling of Divinylic Chalcogenides with Alkynes

  摘要：

  (Z,Z)- and (E,E)-divinylic selenides and telurides undergo direct coupling with terminal alkynes in the presence of a nickel/CuI catalyst at room temperature to give (Z)- and (E)-enyne systems in good yields and with complete retention of configuration.

  DOI：

  10.1021/jo0261707

文献信息

• Weakly ligated palladium complexes PdCl2(RCN)2 in piperidine: versatile catalysts for Sonogashira reaction of vinyl chlorides at room temperature
  作者：Mouâd Alami、Benoit Crousse、Fabiola Ferri

  DOI：10.1016/s0022-328x(00)00909-8

  日期：2001.4

  Copper iodide and weakly ligated palladium complexes PdCl2(RCN)(2) (R = Ph, Me) catalyzed efficiently the coupling reaction of vinyl chlorides with 1-alkynes in the presence of piperidine to give the corresponding conjugated enynes in good to excellent yields. The reaction takes place rapidly and cleanly at room temperature. Application to the synthesis of terbinafine which exhibits strong antimycotic activity has been realized. (C) 2001 Elsevier Science B.V. All rights reserved.