(S)-N-((R)-(diethylphosphoryl)(4-methoxyphenyl)methyl)-2-methylpropane-2-sulfinamide | 1246465-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-N-((R)-(diethylphosphoryl)(4-methoxyphenyl)methyl)-2-methylpropane-2-sulfinamide
• 英文别名: (S)-N-[(R)-diethylphosphoryl-(4-methoxyphenyl)methyl]-2-methylpropane-2-sulfinamide
• CAS: 1246465-12-2
• 化学式: C₁₆H₂₈NO₃PS
• 分子量: 345.443
• InChiKey: ZMPRLNNUARUMNR-QRQCRPRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-N-(4-methoxybenzylidene)-2-methylpropane-2-sulfinamide 、 diethylphosphine oxide 在 diethylzinc 作用下， 以 甲苯 为溶剂， 生成 (S)-N-((S)-(diethylphosphoryl)(4-methoxyphenyl)methyl)-2-methylpropane-2-sulfinamide 、 (S)-N-((R)-(diethylphosphoryl)(4-methoxyphenyl)methyl)-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones and N-Sulfinylimines

  摘要：

  A catalyst was synthesized on the basis of Trost's dinuclear catalyst characterized by working well without pyridine in the present phospha-Michael reaction Nevertheless, the presence of pyridine is still advantageous in the present system The substrate scope was successfully extended to enones employing diallyl phosphine oxide as a nucleophile Excellent yields and enantioselectivities (up to >99% ee) wine achieved for a wide scope of enones employing the catalyst under mild conditions The detailed reaction mechanism is also discussed hetein Finally. the unprecedented asymmetric additions of dialkylphosphine oxides to N-sulfinylumines were achieved by using Et2Zn as a base

  DOI：

  10.1021/jo1014917

文献信息

• Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones and <i>N</i>-Sulfinylimines
  作者：Depeng Zhao、Lijuan Mao、Dongxu Yang、Rui Wang

  DOI：10.1021/jo1014917

  日期：2010.10.15

  A catalyst was synthesized on the basis of Trost's dinuclear catalyst characterized by working well without pyridine in the present phospha-Michael reaction Nevertheless, the presence of pyridine is still advantageous in the present system The substrate scope was successfully extended to enones employing diallyl phosphine oxide as a nucleophile Excellent yields and enantioselectivities (up to >99% ee) wine achieved for a wide scope of enones employing the catalyst under mild conditions The detailed reaction mechanism is also discussed hetein Finally. the unprecedented asymmetric additions of dialkylphosphine oxides to N-sulfinylumines were achieved by using Et2Zn as a base