(E)-6-phenylhex-4-en-2-ol | 58927-88-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-6-phenylhex-4-en-2-ol
• CAS: 58927-88-1
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: VFWKQAPPYWHJSW-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-6-phenylhex-4-en-2-ol 、 4-methoxybenzyl 1H-imidazole-1-carboxylate 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以76 %的产率得到(E)-4-methoxybenzyl (6-phenylhex-4-en-2-yl) carbonate
  参考文献：
  名称：

  Synthesis of 1,3‐Dioxan‐2‐ones by Photo‐Aerobic Selenium‐π‐Acid Multicatalysis

  摘要：

  AbstractAn expedient method for the synthesis of cyclic carbonates from homoallylic carbonic acid esters by means of photo‐aerobic selenium‐π‐acid multicatalysis is reported. Until now, conceptually related methods commonly relied either on the stoichiometric addition of electrophiles onto the substrate's alkene moiety or the presence of pre‐installed leaving groups in allylic position of said alkene to – in part, catalytically – initiate an intramolecular attack by an adjacent carbonic acid ester group. In sharp contrast, the current study shows that the C−C double bond of homoallylic carbonic acid esters can be directly activated by the catalytic interplay of a pyrylium dye and a diselane using ambient air as the sole oxidant and visible light as an energy source.

  DOI：

  10.1002/ejoc.202201180
• 作为产物：
  描述：

  (E)-5-phenylpent-3-enoic acid 在 sodium tetrahydroborate 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 (E)-6-phenylhex-4-en-2-ol
  参考文献：
  名称：

  Synthesis of 1,3‐Dioxan‐2‐ones by Photo‐Aerobic Selenium‐π‐Acid Multicatalysis

  摘要：

  AbstractAn expedient method for the synthesis of cyclic carbonates from homoallylic carbonic acid esters by means of photo‐aerobic selenium‐π‐acid multicatalysis is reported. Until now, conceptually related methods commonly relied either on the stoichiometric addition of electrophiles onto the substrate's alkene moiety or the presence of pre‐installed leaving groups in allylic position of said alkene to – in part, catalytically – initiate an intramolecular attack by an adjacent carbonic acid ester group. In sharp contrast, the current study shows that the C−C double bond of homoallylic carbonic acid esters can be directly activated by the catalytic interplay of a pyrylium dye and a diselane using ambient air as the sole oxidant and visible light as an energy source.

  DOI：

  10.1002/ejoc.202201180

文献信息

• Chantegrel,B.; Gelin,S., Bulletin de la Societe Chimique de France, 1975, p. 2639 - 2642
  作者：Chantegrel,B.、Gelin,S.

  DOI：——

  日期：——