(R)-2-isopropylpentane-1,5-diol | 1400943-30-7

• 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: (R)-2-isopropylpentane-1,5-diol
• 英文别名: (2R)-2-propan-2-ylpentane-1,5-diol
• CAS: 1400943-30-7
• 化学式: C₈H₁₈O₂
• 分子量: 146.23
• InChiKey: MHRUHQMTCFFKOR-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.5h， 以46%的产率得到(R)-2-isopropylpentane-1,5-diol
  参考文献：
  名称：

  Powerful Amino Diol Catalyst for Effecting the Direct Asymmetric Conjugate Addition of Aldehydes to Acrylates

  摘要：

  Di-tert-butyl methylenemalonate (1) could be employed as a reactive equivalent of a three-carbon Michael acceptor such as acrylate in a direct asymmetric conjugate addition of aldehydes catalyzed by an axially chiral amino diol (S)-3a. Furthermore, acrylate, an unexplored and challenging substrate in enamine catalysis, has also been successfully employed in asymmetric conjugate addition reaction. Relatively inert acrylate is doubly activated by polyfluoroalkyl group of 2 and the hydroxyl group on the axially chiral amino diol catalyst (S)-3b, giving corresponding conjugate adducts in high yield with excellent enantiomeric excess. The obtained conjugate addition products were readily converted to synthetically useful and important chiral building blocks.

  DOI：

  10.1021/ja307668b

文献信息

• Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols
  作者：Xiao-Hui Yang、Hai-Tao Yue、Na Yu、Yi-Pan Li、Jian-Hua Xie、Qi-Lin Zhou

  DOI：10.1039/c6sc04609f

  日期：——

  highly efficient iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones via dynamic kinetic resolution. Using Ir-SpiroPAP (R)-1d as a catalyst, a wide range of chiral diols were prepared in a high yield (80–95%) with a high enantioselectivity (up to 95% ee) under mild reaction conditions. This protocol was used for enantioselective syntheses of (−)-preclamol and a chiral 2,5-disubstituted

  我们报告了一种通过动态动力学拆分对外消旋 α-取代内酯进行高效铱催化不对称氢化的方案。使用 Ir-SpiroPAP ( R ) -1d作为催化剂，在温和的反应条件下以高产率 (80–95%) 和高对映选择性（高达 95% ee）制备了多种手性二醇。该方案用于 (-)-preclamol 和手性 2,5-二取代四氢吡喃的对映选择性合成。