(S)-diethyl 3-oxo-3-phenyl-1-(thiophen-2-yl)propylphosphonate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-diethyl 3-oxo-3-phenyl-1-(thiophen-2-yl)propylphosphonate
• 英文别名: (3S)-3-[diethoxy(oxido)phosphaniumyl]-1-phenyl-3-thiophen-2-ylpropan-1-one
• 化学式: C₁₇H₂₁O₄PS
• 分子量: 352.391
• InChiKey: TTWUHHYRXHUASD-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  86.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(2'-thienyl)acrylophenone 、 二乙基亚磷酸氢酯 在 (S,S)-(+)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 、 [Yb(bis(trimethylsilyl)amido)3(μ-Cl)Li(tetrahydrofuran)3] 作用下， 以 甲苯 为溶剂， 反应 26.33h， 以88%的产率得到(S)-diethyl 3-oxo-3-phenyl-1-(thiophen-2-yl)propylphosphonate
  参考文献：
  名称：

  Chiral ytterbium silylamide catalyzed enantioselective phospha-Michael addition of diethyl phosphite to chalcones

  摘要：

  An efficient and enantioselective phospha-Michael addition of diethyl phosphite to chalcones has been established. In the presence of a catalytic amount of chiral lanthanide silylamide generated from [(Me3Si)(2)N](3)Yb(mu-Cl)Li(THF)(3) and salen, the reaction produced the target gamma-oxophosphonates with high yields and enantioselectivity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.06.008

文献信息

• Chiral ytterbium silylamide catalyzed enantioselective phospha-Michael addition of diethyl phosphite to chalcones
  作者：Guoyao Li、Lu Wang、Zhigang Yao、Fan Xu

  DOI：10.1016/j.tetasy.2014.06.008

  日期：2014.7

  An efficient and enantioselective phospha-Michael addition of diethyl phosphite to chalcones has been established. In the presence of a catalytic amount of chiral lanthanide silylamide generated from [(Me3Si)(2)N](3)Yb(mu-Cl)Li(THF)(3) and salen, the reaction produced the target gamma-oxophosphonates with high yields and enantioselectivity. (C) 2014 Elsevier Ltd. All rights reserved.