7-phenyl-3-heptyne-1,5-diol | 1217485-28-3

• 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: 7-phenyl-3-heptyne-1,5-diol
• 英文别名: 7-Phenylhept-3-yne-1,5-diol；7-phenylhept-3-yne-1,5-diol
• CAS: 1217485-28-3
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: YOKFCOAPMUQGIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-phenyl-3-heptyne-1,5-diol 在 Zeise's dimer 作用下， 以 四氢呋喃 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 0.25h， 以84%的产率得到2-(3-苯基丙基)呋喃
  参考文献：
  名称：

  Generation of α,β-Unsaturated Platinum Carbenes from Homopropargylic Alcohols: Rearrangements to Polysubstituted Furans

  摘要：

  A number of diversely substituted furans are synthesized via a cycloisomerization process that goes through a unique metal carbene species. Both ligand structure and the nature of the leaving group are evaluated. The characteristics of the carbene intermediate can be modulated, resulting in highly selective hydrogen or silicon group migrations.

  DOI：

  10.1021/ol202649j
• 作为产物：
  描述：

  1-phenyl-7-(tetrahydro-2H-pyran-2-yloxy)hept-4-yn-3-ol 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以64%的产率得到7-phenyl-3-heptyne-1,5-diol
  参考文献：
  名称：

  Generation of α,β-Unsaturated Platinum Carbenes from Homopropargylic Alcohols: Rearrangements to Polysubstituted Furans

  摘要：

  A number of diversely substituted furans are synthesized via a cycloisomerization process that goes through a unique metal carbene species. Both ligand structure and the nature of the leaving group are evaluated. The characteristics of the carbene intermediate can be modulated, resulting in highly selective hydrogen or silicon group migrations.

  DOI：

  10.1021/ol202649j

文献信息

• Cationic Gold(I)-Catalyzed Intramolecular Cyclization of γ-Hydroxyalkynones into 3(2<i>H</i>)-Furanones
  作者：Masahiro Egi、Kenji Azechi、Moriaki Saneto、Kaori Shimizu、Shuji Akai

  DOI：10.1021/jo100048j

  日期：2010.3.19

  The combination of (p-CF3C6H4)3PAuCl and AgOTf generates a powerful catalyst for the intramolecular cyclizations of readily available γ-hydroxyalkynones under mild conditions. The substituted 3(2H)-furanones are obtained in 55−94% yields. This method is also applicable to the preparation of 2,3-dihydro-4H-pyran-4-ones.

  （p -CF 3 C 6 H 4）3 PAuCl和AgOTf的组合为在温和条件下易于获得的γ-羟基炔酮的分子内环化生成了强大的催化剂。取代的3（2 H）-呋喃酮的产率为55-94％。该方法也适用于制备2，3-二氢-4 H-吡喃-4-酮。
• Generation of α,β-Unsaturated Platinum Carbenes from Homopropargylic Alcohols: Rearrangements to Polysubstituted Furans
  作者：Paul A. Allegretti、Eric M. Ferreira

  DOI：10.1021/ol202649j

  日期：2011.11.4

  A number of diversely substituted furans are synthesized via a cycloisomerization process that goes through a unique metal carbene species. Both ligand structure and the nature of the leaving group are evaluated. The characteristics of the carbene intermediate can be modulated, resulting in highly selective hydrogen or silicon group migrations.