[(E,4S)-1-trimethylsilyloct-1-en-4-yl] formate | 210100-38-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [(E,4S)-1-trimethylsilyloct-1-en-4-yl] formate
• CAS: 210100-38-2
• 化学式: C₁₂H₂₄O₂Si
• 分子量: 228.407
• InChiKey: MTNZKGHKYDRHKS-PMDBQALLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(E,4S)-1-trimethylsilyloct-1-en-4-yl] formate 在 potassium carbonate 作用下， 以 吡啶 、 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Acid-catalyzed rearrangement of α-hydroxycyclopropylsilanes

  摘要：

  Acidic treatment of the (1S,1'S,2'R)-alpha-hydroxycyclopropylsilane 1 gave a mixture of rearranged products, which were composed of the ring-opened (S)-vinylsilane 3, the tandem [1,2]-CC bond migration product (1S,2R,1'S)-silylcyclopropane 4, and its 1'R isomer 5, respectively. Hence, the use of the 2'S isomer 2 produced a mixture of the (R)-3, 4, and 5, Our proposed mechanisms of the present cationic rearrangement are also described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00760-6
• 作为产物：
  描述：

  甲酸 、 (S)-[(1S,2R)-2-butylcyclopropyl]-trimethylsilylmethanol 在 4 A molecular sieve 作用下， 反应 4.0h， 以25%的产率得到[(1S)-1-[(1S,2R)-2-trimethylsilylcyclopropyl]pentyl] formate
  参考文献：
  名称：

  Acid-catalyzed rearrangement of α-hydroxycyclopropylsilanes

  摘要：

  Acidic treatment of the (1S,1'S,2'R)-alpha-hydroxycyclopropylsilane 1 gave a mixture of rearranged products, which were composed of the ring-opened (S)-vinylsilane 3, the tandem [1,2]-CC bond migration product (1S,2R,1'S)-silylcyclopropane 4, and its 1'R isomer 5, respectively. Hence, the use of the 2'S isomer 2 produced a mixture of the (R)-3, 4, and 5, Our proposed mechanisms of the present cationic rearrangement are also described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00760-6