1-[2-(2-Methyl-propenyl)-3,4-dihydro-naphthalen-1-yl]-3-trimethylsilanyl-prop-2-yn-1-ol | 904744-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-(2-Methyl-propenyl)-3,4-dihydro-naphthalen-1-yl]-3-trimethylsilanyl-prop-2-yn-1-ol
• CAS: 904744-53-2
• 化学式: C₂₀H₂₆OSi
• 分子量: 310.511
• InChiKey: KATLQRWKMACYQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-[2-(2-Methyl-propenyl)-3,4-dihydro-naphthalen-1-yl]-3-trimethylsilanyl-prop-2-yn-1-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以89%的产率得到1-[2-(2-methyl-propenyl)-3,4-dihydro-naphthalen-1-yl]prop-2-yn-1-ol
  参考文献：
  名称：

  Metal-Catalyzed Cycloisomerization of Enyne Functionalities via a 1,3-Alkylidene Migration

  摘要：

  We report a new metal-catalyzed 6-endo-dig cyclization of cis-4,6-dien-1-yn-3-ols, which produces substituted benzene and naphthalene derivatives with structural reorganization. In this process, we observe a 1,3-alkylidene migration via cleavage of the olefin double bond of the starting substrates. The ease and reliability of this cyclization are manifested by its compatibility with a wide array of diverse substrates and several pi-alkyne activators, including PtCl2, Zn(OTf)2, AuCl, and AuCl3.

  DOI：

  10.1021/ja062515h
• 作为产物：
  描述：

  2-萘甲醛,1-溴-3,4-二氢- 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.55h， 生成 1-[2-(2-Methyl-propenyl)-3,4-dihydro-naphthalen-1-yl]-3-trimethylsilanyl-prop-2-yn-1-ol
  参考文献：
  名称：

  Metal-Catalyzed Cycloisomerization of Enyne Functionalities via a 1,3-Alkylidene Migration

  摘要：

  We report a new metal-catalyzed 6-endo-dig cyclization of cis-4,6-dien-1-yn-3-ols, which produces substituted benzene and naphthalene derivatives with structural reorganization. In this process, we observe a 1,3-alkylidene migration via cleavage of the olefin double bond of the starting substrates. The ease and reliability of this cyclization are manifested by its compatibility with a wide array of diverse substrates and several pi-alkyne activators, including PtCl2, Zn(OTf)2, AuCl, and AuCl3.

  DOI：

  10.1021/ja062515h