(S,E)-2-methylpent-2-ene-1,4-diol | 851626-26-1

• 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: (S,E)-2-methylpent-2-ene-1,4-diol
• 英文别名: (E,4S)-2-methylpent-2-ene-1,4-diol
• CAS: 851626-26-1
• 化学式: C₆H₁₂O₂
• 分子量: 116.16
• InChiKey: SJVVGTOWRPXKPU-QVQDZQDPSA-N

物化性质

• 沸点：
  207.7±20.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S,E)-2-methylpent-2-ene-1,4-diol 在 10% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、2.0 MPa 条件下， 反应 8.0h， 生成
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b
• 作为产物：
  描述：

  methyl (S,E)-4-(tert-butyldiphenylsilyloxy)-2-methylpent-2-en-1-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到(S,E)-2-methylpent-2-ene-1,4-diol
  参考文献：
  名称：

  Asymmetric Hydrogenation Approaches to Valuable, Acyclic 1,3-Hydroxymethyl Chirons

  摘要：

  An iridium carbene oxazoline complex was used to catalyze hydrogenations of trisubstituted alkenes to give terminal and internal 1,3-hydroxymethyl chirons. The products are accessible in all possible stereoisomeric forms. These hydrogenation do not require strongly coordinating functionalities on the substrate, and in some key cases, catalyst-rather than substrate-controlled stereoselectives are observed. It is hypothesized that these reactions would not be feasible using iridium or rhodium diphosphind complexes.

  DOI：

  10.1021/ja802909b

文献信息

• Highly enantioselective sequential Claisen–Ireland/metathesis: synthesis of cycloalkenes bearing two contiguous highly functionalized asymmetric centres
  作者：Antoine Français、Olivier Bedel、Willy Picoul、Abdelkrim Meddour、Jacques Courtieu、Arnaud Haudrechy

  DOI：10.1016/j.tetasy.2004.12.029

  日期：2005.3

  A sequence of two reactions, consisting of a highly stereoselective silylated ketene acetal Claisen-Ireland rearrangement followed by a ring closing metathesis, gave a stereocontrolled access to various carbocycles. (C) 2005 Published by Elsevier Ltd.