(1'(R,S),3'-dihydroxy-2'(S,R)-ethylpropyl)cyclohexane | 149563-52-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1'(R,S),3'-dihydroxy-2'(S,R)-ethylpropyl)cyclohexane
• 英文别名: (1'(RS)3'-dihydroxy-2'(SR)-ethylpropyl)cyclohexanol；1,3-Propanediol, 1-cyclohexyl-2-ethyl-, [S-(R*,S*)]-；(1S,2R)-1-cyclohexyl-2-ethylpropane-1,3-diol
• CAS: 149563-52-0
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: ISPLPCPFDRFWPJ-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙基氯化镁 、 (R)-1-cyclohexyl-2-propen-1-ol 在 (R)-ethylene-1,2-bis(η⁵-4,5,6,7-tetrahydro-1-indenyl)zirconium dichloride 氧气 作用下， 生成 (1'(R,S),3'-dihydroxy-2'(S,R)-ethylpropyl)cyclohexane 、 (1'(R,S),3'-dihydroxy-2'(R,S)-ethylpropyl)cyclohexane
  参考文献：
  名称：

  Regio- and stereoselective carbon-carbon bond formation through transition metal catalysis. The influence of catalyst chirality on selective ethylmagnesiation of chiral, nonracemic alcohols and ethers

  摘要：

  Reaction of chiral zirconium dichloride 1 with EtMgCl leads to the formation of (R)-2. The transition metal-alkene complex 2 may then be employed as an effective catalyst in ethylmagnesations of nonracemic allylic alcohols and ethers. These transformations proceed with varying levels of diastereochemical control, depending on which antipode of the chiral substrate is employed. The difference between the stereo- and regiochemical outcome in reactions catalyzed by the achiral CP2ZrCl2 and 1, the variable sensitivity of these sets of reactions to competing ligating Lewis basic solvents, and the influence of the reaction temperature on the regiochemical outcome of carbometalation is described. These data provide important insights into various mechanistic aspects of the carbomagnesation process.

  DOI：

  10.1021/jo00068a018

文献信息

• Houri, Ahmad F.; Didiuk, Mary T.; Xu, Zhongmin, Journal of the American Chemical Society, 1993, vol. 115, # 15, p. 6614 - 6624
  作者：Houri, Ahmad F.、Didiuk, Mary T.、Xu, Zhongmin、Horan, Nina R.、Hoveyda, Amir H.

  DOI：——

  日期：——