(E)-1-Diphenylphosphinoyl-5-hydroxynon-3-en-2-one | 135440-59-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1-Diphenylphosphinoyl-5-hydroxynon-3-en-2-one
• 英文别名: (E)-1-diphenylphosphoryl-5-hydroxynon-3-en-2-one
• CAS: 135440-59-4
• 化学式: C₂₁H₂₅O₃P
• 分子量: 356.401
• InChiKey: DVBVDFYLZJYZRR-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (4S,5S)-5-Butyl-4-phenylsulfanyl-dihydro-furan-2-one 在 sodium periodate 、 正丁基锂 作用下， 反应 2.25h， 生成 (E)-1-Diphenylphosphinoyl-5-hydroxynon-3-en-2-one
  参考文献：
  名称：

  The synthesis of (Z)-penta-2,4-dien-1-ol and substituted (E)-pentadienols by the stereochemically controlled Horner–Wittig reaction

  摘要：

  Acylation of Ph2P(O)Me with a lactone gives a Horner-Wittig intermediate with a Z-double bond protected as a Diels-Alder adduct with furan and hence (Z)-penta-2,4-dien-1-ol. Substituted (E)-penta-2,4-dien-1-ols are available by a more general route involving addition of enals to phosphine oxides, a regiochemically controlled allylic alcohol transposition, and a Horner-Wittig reaction. The geometry of only one double bond can be controlled.

  DOI：

  10.1039/p19910001485

文献信息

• The synthesis of (Z)-penta-2,4-dien-1-ol and substituted (E)-pentadienols by the stereochemically controlled Horner–Wittig reaction
  作者：Paul S. Brown、Nicholas Greeves、Andrew B. McElroy、Stuart Warren

  DOI：10.1039/p19910001485

  日期：——

  Acylation of Ph2P(O)Me with a lactone gives a Horner-Wittig intermediate with a Z-double bond protected as a Diels-Alder adduct with furan and hence (Z)-penta-2,4-dien-1-ol. Substituted (E)-penta-2,4-dien-1-ols are available by a more general route involving addition of enals to phosphine oxides, a regiochemically controlled allylic alcohol transposition, and a Horner-Wittig reaction. The geometry of only one double bond can be controlled.