(S_P)-(-)-(5E)-6-[methyl(phenyl)phosphoryl]hex-5-en-2-one

• 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: (S_P)-(-)-(5E)-6-[methyl(phenyl)phosphoryl]hex-5-en-2-one
• 英文别名: (E)-6-[methyl(phenyl)phosphoryl]hex-5-en-2-one
• 化学式: C₁₃H₁₇O₂P
• 分子量: 236.251
• InChiKey: AKDAKPRVNRCIFJ-BPLPYTOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-已烯-2-酮 、 (-)-(S)-methylphenylvinylphosphine oxide 在 [N,N'-di(Mes)imidazolidin-2-yl](Cl₂)Ru=CH-2,4,5-(MeO)3-C₆H₂ 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以85%的产率得到(S_P)-(-)-(5E)-6-[methyl(phenyl)phosphoryl]hex-5-en-2-one
  参考文献：
  名称：

  Synthesis of Substituted P-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis

  摘要：

  [GRAPHICS]Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs and Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral vinylphosphine oxides proceeds without racemization of the phosphorus chirality center, providing easy access to functionalized chiral nonracemic (E)-alkenylphosphine oxides.

  DOI：

  10.1021/ol035011m

文献信息

• Synthesis of Substituted <i>P</i>-Stereogenic Vinylphosphine Oxides by Olefin Cross-Metathesis
  作者：Oleg M. Demchuk、K. Michał Pietrusiewicz、Anna Michrowska、Karol Grela

  DOI：10.1021/ol035011m

  日期：2003.9.1

  [GRAPHICS]Substituted vinylphosphine oxides have been prepared in good yield and exclusive (E)-olefin selectivity via olefin cross-metathesis using Grubbs and Hoveyda-type ruthenium catalysts. In addition, metathesis of chiral vinylphosphine oxides proceeds without racemization of the phosphorus chirality center, providing easy access to functionalized chiral nonracemic (E)-alkenylphosphine oxides.