5,9-Dimethyl-tricyclo[7.3.1.0^1,6]tridec-5-en-4-one | 587844-06-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,9-Dimethyl-tricyclo[7.3.1.0^1,6]tridec-5-en-4-one
• 英文别名: 5,9-Dimethyltricyclo[7.3.1.01,6]tridec-5-en-4-one；5,9-dimethyltricyclo[7.3.1.01,6]tridec-5-en-4-one
• CAS: 587844-06-2
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: JHJGHGDKVQWFMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,9-Dimethyl-tricyclo[7.3.1.0^1,6]tridec-5-en-4-one 、 碘甲烷 在 戊酸钾 作用下， 以 苯 为溶剂， 以86%的产率得到(1R,9S)-5,5,9-Trimethyl-tricyclo[7.3.1.0^1,6]tridec-6-en-4-one
  参考文献：
  名称：

  Stereocontrolled total syntheses of (±)-clovan-3-one and (±)-epi-clovan-3-one and a facile total synthesis of (±)-pseudoclovene-A

  摘要：

  Stereocontrolled total syntheses of the bridged tricyclic ketones (+/-)-clovan-3-one (5) and (+/-)-epi-clovan-3-one (6) and a facile total synthesis of the tricyclic sesquiterpene ()-pseudoclovene-A (3) have been successfully accomplished involving participation of an aryl intramolecular cyclisation of the bromophenol 11 as a key step. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01170-5
• 作为产物：
  描述：

  6-(3-Bromo-propyl)-1,6-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ol 在 Wilkinson's catalyst 、 potassium tert-butylate 、 氢气 作用下， 以 乙醇 、 叔丁醇 、 苯 为溶剂， 反应 6.0h， 生成 5,9-Dimethyl-tricyclo[7.3.1.0^1,6]tridec-5-en-4-one
  参考文献：
  名称：

  Stereocontrolled total syntheses of (±)-clovan-3-one and (±)-epi-clovan-3-one and a facile total synthesis of (±)-pseudoclovene-A

  摘要：

  Stereocontrolled total syntheses of the bridged tricyclic ketones (+/-)-clovan-3-one (5) and (+/-)-epi-clovan-3-one (6) and a facile total synthesis of the tricyclic sesquiterpene ()-pseudoclovene-A (3) have been successfully accomplished involving participation of an aryl intramolecular cyclisation of the bromophenol 11 as a key step. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01170-5

文献信息

• Stereocontrolled total syntheses of (±)-clovan-3-one and (±)-epi-clovan-3-one and a facile total synthesis of (±)-pseudoclovene-A
  作者：Tapas Paul、Debabrata Mukherjee

  DOI：10.1016/s0040-4039(03)01170-5

  日期：2003.6

  Stereocontrolled total syntheses of the bridged tricyclic ketones (+/-)-clovan-3-one (5) and (+/-)-epi-clovan-3-one (6) and a facile total synthesis of the tricyclic sesquiterpene ()-pseudoclovene-A (3) have been successfully accomplished involving participation of an aryl intramolecular cyclisation of the bromophenol 11 as a key step. (C) 2003 Elsevier Science Ltd. All rights reserved.