(1R,4aR,7R,8aS)-1,8a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalene | 1298132-45-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,4aR,7R,8aS)-1,8a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalene
• 英文别名: (1R,4aR,7R,8aS)-1,8a-dimethyl-7-prop-1-en-2-yl-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalene
• CAS: 1298132-45-2
• 化学式: C₁₅H₂₆
• 分子量: 206.371
• InChiKey: SMYOUERMLYFSON-TUVASFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  巴伦西亚橘烯 在 9-硼双环[3.3.1]壬烷 、 palladium 10% on activated carbon 、 氢气 、 2-methyl-2-nitrosopropane dimer 作用下， 以 四氢呋喃 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 3.25h， 以89%的产率得到(1R,4aR,7R,8aS)-1,8a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalene
  参考文献：
  名称：

  Regioselective Semihydrogenation of Dienes

  摘要：

  A one-pot, three-step strategy for the regioselective semihydrogenation of dienes is described. This procedure uses 9-BBN-H as a temporary protective group for alkenes. Yields range from 55% to 95%, and the reaction is tolerant of a variety of common functional groups. Additionally, the final elimination step of the sequence can be replaced with a peroxide-mediated alkylborane oxidation, generating regioselectively semihydrogenated product alcohols.

  DOI：

  10.1021/jo200262r

文献信息

• Regioselective Semihydrogenation of Dienes
  作者：Thomas J. A. Graham、Thomas H. Poole、Charles N. Reese、Brian C. Goess

  DOI：10.1021/jo200262r

  日期：2011.5.20

  A one-pot, three-step strategy for the regioselective semihydrogenation of dienes is described. This procedure uses 9-BBN-H as a temporary protective group for alkenes. Yields range from 55% to 95%, and the reaction is tolerant of a variety of common functional groups. Additionally, the final elimination step of the sequence can be replaced with a peroxide-mediated alkylborane oxidation, generating regioselectively semihydrogenated product alcohols.