(2E)-dec-2-en-1-yl bis(2-ethylhexyl) phosphate | 1542073-82-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2E)-dec-2-en-1-yl bis(2-ethylhexyl) phosphate
• 英文别名: (E)-1-[bis(2-ethylhexoxy)-oxidophosphaniumyl]oxydec-2-ene
• CAS: 1542073-82-4
• 化学式: C₂₆H₅₃O₄P
• 分子量: 460.678
• InChiKey: WULURPPAXUMIIF-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  31
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E)-dec-2-en-1-yl bis(2-ethylhexyl) phosphate 、 Potassium benzoate 在 C₅₈H₅₂IrNO₄P⁽¹⁺⁾ 作用下， 以 甲基叔丁基醚 为溶剂， 反应 4.5h， 以62%的产率得到(+)-(3S)-dec-1-en-3-yl benzoate
  参考文献：
  名称：

  Enantio- and Regioselective Iridium-Catalyzed Allylic Esterification

  摘要：

  A highly enantioselective and regioselective Ir-catalyzed allylic esterification is described, in which branched allylic esters are synthesized directly. Carboxylates were used as nucleophiles and linear allylic phosphates as electrophiles. In some cases the allylic substitution reaction was found to be accompanied by a kinetic resolution process, which causes a change of the enantiomeric excess.

  DOI：

  10.1021/ja411869r
• 作为产物：
  描述：

  反式-2-癸烯醇 、 双(2-乙基己基)磷酸 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 四氯化碳 、 二氯甲烷 、 水 为溶剂， 反应 35.0h， 以80%的产率得到(2E)-dec-2-en-1-yl bis(2-ethylhexyl) phosphate
  参考文献：
  名称：

  Enantio- and Regioselective Iridium-Catalyzed Allylic Esterification

  摘要：

  A highly enantioselective and regioselective Ir-catalyzed allylic esterification is described, in which branched allylic esters are synthesized directly. Carboxylates were used as nucleophiles and linear allylic phosphates as electrophiles. In some cases the allylic substitution reaction was found to be accompanied by a kinetic resolution process, which causes a change of the enantiomeric excess.

  DOI：

  10.1021/ja411869r

文献信息

• Enantio- and Regioselective Iridium-Catalyzed Allylic Esterification
  作者：Jianping Qu、Lydia Roßberg、Günter Helmchen

  DOI：10.1021/ja411869r

  日期：2014.1.29

  A highly enantioselective and regioselective Ir-catalyzed allylic esterification is described, in which branched allylic esters are synthesized directly. Carboxylates were used as nucleophiles and linear allylic phosphates as electrophiles. In some cases the allylic substitution reaction was found to be accompanied by a kinetic resolution process, which causes a change of the enantiomeric excess.