| 1207095-49-5

• CAS: 1207095-49-5；1207251-80-6
• 化学式: C₂₀H₃₀BOP
• 分子量: 328.242
• InChiKey: SELIFEYFRWZJRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  二苯甲酮 、 在 仲丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 3.0h， 生成 、
  参考文献：
  名称：

  Kinetic resolution of P-stereogenic phosphine boranes via deprotonation using s-butyllithium/(−)-sparteine

  摘要：

  The attempted kinetic resolution of racemic secondary phosphine boranes [t-BuPhP(BH3)H and t-BuMeP(BH3)H] by P-H deprotonation using 0.5 equiv of s-BuLi and (-)-sparteine was unsuccessful and generated racemic benzyl bromide-trapped adducts in 42-49% yield. In contrast, an efficient kinetic resolution was observed with racemic tertiary phosphine boranes [t-BuPhP(BH3)Me and t-BuEtP(BH3)Me] by C-H deprotonation on the P-Me group using 0.5 or 0.6 equiv of s-BuLi and (-)-sparteine. For example, the use of 0.6 equiv of s-BuLi/(-)-sparteine with t-BuEtP(BH3)Me and trapping with DMF gave the (R)-aldehyde adduct in 37% yield and 83:17 er together with recovered (R)-t-BuEtP(BH3)Me in 44% yield and 74:26 er. These are the first examples of kinetic resolution of P-stereogenic phosphine boranes via deprotonation using s-BuLi/(-)-sparteine. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.026