(4-diethoxyphosphoryl-3-methylbut-3-enyl)benzene | 1369966-32-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: (4-diethoxyphosphoryl-3-methylbut-3-enyl)benzene
• CAS: 1369966-32-4
• 化学式: C₁₅H₂₃O₃P
• 分子量: 282.32
• InChiKey: OQQMYXNRQHKNRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-diethoxyphosphoryl-3-methylbut-3-enyl)benzene 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 C₄₈H₄₅FeN₃P₂ 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、4.05 MPa 条件下， 反应 24.0h， 以94%的产率得到diethyl 2-methyl-4-phenylbutylphosphonate
  参考文献：
  名称：

  Rhodium-Catalyzed Enantioselective Hydrogenation of Unsaturated Phosphonates by ClickFerrophos Ligands

  摘要：

  Newly developed ClickFerrophos II ligands were applied in the hydrogenation of alpha,beta-unsaturated phosphonates. The use of a rhodium/ClickFerrophos II catalyst was examined in the hydrogenation of fimctionalized alpha,beta-unsaturated phosphonates and was revealed to be effective for beta-alkyl-beta-aryl or beta-dialkyl phosphonates, (Z)-beta-enolester phosphonates, and alpha-phenylethenyl phosphonates, producing the corresponding chiral phosphonates in good yields with high enantioselectivities (up to 96% ee).

  DOI：

  10.1021/jo300129m

文献信息

• Asymmetric synthesis of chiral tertiary borylated phosphonates by copper-catalyzed conjugate borylation
  作者：Jiwon Kim、Hyesu Lee、Jaesook Yun

  DOI：10.1016/j.tet.2019.04.010

  日期：2019.8

  Enantioselective copper-catalyzed conjugate borylation of α,β-unsaturated phosphonates with bis(pinacolato)diboron affords chiral tertiary organoboronate esters with a vicinal phosphonate group in good yields and enantiomeric excess. Linear aliphatic, aromatic, and heteroaromatic substituents at the β-position can be accommodated, and oxidation of the borylated organophosphonate products leads to

  α，β-不饱和膦酸酯与双（频哪醇）二硼的对映选择性铜催化的共轭硼酸酯化，可以得到具有邻位膦酸酯基的手性叔有机硼酸酯，其收率高且对映体过量。可以容纳在β位的直链脂族，芳族和杂芳族取代基，并且氧化硼化的有机膦酸酯产物会生成β-羟基膦酸酯。