methyl (S(P))-(2-phenoxyphenyl)(phenyl)phosphinite-P-borane | 1233360-89-8

• 英文名称: methyl (S(P))-(2-phenoxyphenyl)(phenyl)phosphinite-P-borane
• CAS: 1233360-89-8
• 化学式: C₁₉H₂₀BO₂P
• 分子量: 322.151
• InChiKey: HAHMUMIBUUXUQM-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：
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• 环数：
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• 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：

  methyl (S(P))-(2-phenoxyphenyl)(phenyl)phosphinite-P-borane 、 甲基锂 以 四氢呋喃 、 乙醚 为溶剂， 以98%的产率得到(R(P))-(methyl)(2-phenoxyphenyl)(phenyl)phosphinine-P-borane
  参考文献：
  名称：

  Impact on Hydrogenation Catalytic Cycle of the R Groups’ Cyclic Feature in “R-SMS-Phos”

  摘要：

  A series of R-SMS-Phos ligands was evaluated in the Rh(I)-catalyzed hydrogenation of a set of olefins showing a marked influence of the cyclic nature and structure of the R groups. Overall, cPen- and Cy-SMS-Phos performed efficiently, while Ph- and Bn-SMS-Phos exhibited slower kinetics and furnished lower ee's also compared with C6F5CH2-SMS-Phos. The Rh(I)-(Cy-SMS-Phos) catalyst was screened under mild conditions displaying excellent enantioselectivities and high TOFs. Cases of catalysis under catalyst or substrate control were identified.

  DOI：

  10.1021/ol101029s
• 作为产物：
  描述：

  (R(P))-(2-phenoxyphenyl)[(1S,2R)-N-ephedrino](phenyl)phosphine-P-borane 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以95%的产率得到methyl (S(P))-(2-phenoxyphenyl)(phenyl)phosphinite-P-borane
  参考文献：
  名称：

  Impact on Hydrogenation Catalytic Cycle of the R Groups’ Cyclic Feature in “R-SMS-Phos”

  摘要：

  A series of R-SMS-Phos ligands was evaluated in the Rh(I)-catalyzed hydrogenation of a set of olefins showing a marked influence of the cyclic nature and structure of the R groups. Overall, cPen- and Cy-SMS-Phos performed efficiently, while Ph- and Bn-SMS-Phos exhibited slower kinetics and furnished lower ee's also compared with C6F5CH2-SMS-Phos. The Rh(I)-(Cy-SMS-Phos) catalyst was screened under mild conditions displaying excellent enantioselectivities and high TOFs. Cases of catalysis under catalyst or substrate control were identified.

  DOI：

  10.1021/ol101029s