(S)-tert-butyl(1-naphthyl)phosphine borane | 951782-28-8

• 英文名称: (S)-tert-butyl(1-naphthyl)phosphine borane
• CAS: 951782-28-8
• 化学式: C₁₄H₂₀BP
• 分子量: 230.098
• InChiKey: GJVFPJXKHOERDC-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

• 作为反应物：
  描述：

  (S)-tert-butyl(1-naphthyl)phosphine borane 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以89%的产率得到(R)-tert-butyl(methyl)(naphthalen-1-yl)phosphine borane
  参考文献：
  名称：

  Bulky, Optically Active P-Stereogenic Phosphine–Boranes from Pure H-Menthylphosphinates

  摘要：

  The transformation of readily available pure-H-menthylphosphinates into chiral phosphinous acid-boranes permits the elaboration of bulky P-stereogenic secondary phosphine-boranes. Taking advantage of the synthetic potential of these compounds, a broad range of hindered P-chiral tertiary phosphine-boranes has been prepared with excellent enantiomeric excesses. The utility of bulky o-tolylphosphines was illustrated by the synthesis of a rare enantiopure phosphapalladacycle (S-P,S-P)-12.

  DOI：

  10.1021/ja2034816
• 作为产物：
  描述：

  tert-butyl(1-naphthyl)phosphinous acid-borane methanesulfonyl anhydride 在 sodium tetrahydroborate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以44 mg的产率得到(S)-tert-butyl(1-naphthyl)phosphine borane
  参考文献：
  名称：

  Bulky, Optically Active P-Stereogenic Phosphine–Boranes from Pure H-Menthylphosphinates

  摘要：

  The transformation of readily available pure-H-menthylphosphinates into chiral phosphinous acid-boranes permits the elaboration of bulky P-stereogenic secondary phosphine-boranes. Taking advantage of the synthetic potential of these compounds, a broad range of hindered P-chiral tertiary phosphine-boranes has been prepared with excellent enantiomeric excesses. The utility of bulky o-tolylphosphines was illustrated by the synthesis of a rare enantiopure phosphapalladacycle (S-P,S-P)-12.

  DOI：

  10.1021/ja2034816