(R_P)-tert-butyl(phenyl)(pyridin-2-ylmethyl)phosphine borane | 1312032-12-4

• 英文名称: (R_P)-tert-butyl(phenyl)(pyridin-2-ylmethyl)phosphine borane
• 英文别名: (R)-(+)-tert-butyl(phenyl)pyridinylmethylphosphine borane
• CAS: 1312032-12-4
• 化学式: C₁₆H₂₃BNP
• 分子量: 271.15
• InChiKey: MYAFXBNZQFDUJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  tert-Butylphenylphosphine oxide 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 23.0h， 生成 (R_P)-tert-butyl(phenyl)(pyridin-2-ylmethyl)phosphine borane
  参考文献：
  名称：

  The Hydroxyalkyl Moiety As a Protecting Group for the Stereospecific Alkylation of Masked Secondary Phosphine-Boranes

  摘要：

  The synthesis of functionalized tertiary phosphine-boranes has been developed via a chemodivergent approach from readily accessible (hydroxymethyl) phosphine-boranes under mild conditions. O-Alkylation or decarbonylative P-alkylation product could be exclusively obtained. The P-alkylation reaction was found to proceed in moderate to very good yields and very high enantiospecificity (es >95%) using a variety of alkyl halides as electrophiles. The configurational stability of the sodium phosphido-borane intermediate was also investigated and allowed a deeper understanding of the reaction mechanism, furnishing secondary phosphine-boranes in moderate yield and enantiopurity.

  DOI：

  10.1021/acs.orglett.5b03450

文献信息

• Bulky, Optically Active P-Stereogenic Phosphine–Boranes from Pure H-Menthylphosphinates
  作者：David Gatineau、Laurent Giordano、Gérard Buono

  DOI：10.1021/ja2034816

  日期：2011.7.20

  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.