(E)-(5-phenoxypent-3-enyl)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-(5-phenoxypent-3-enyl)benzene
• 英文别名: [(E)-5-phenoxypent-3-enyl]benzene
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: BJZYMBPMPGHWOR-YCRREMRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯氧代乙醛 在 异丙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.0h， 生成 (E)-(5-phenoxypent-3-enyl)benzene
  参考文献：
  名称：

  Olefination of α-Hydroxy or α-Aminoaldehyde Derivatives via Reaction of Their Arylsulfonylhydrazones with Sulfonyl Anions

  摘要：

  Reaction of tosylhydrazones of O-substituted a-hydroxy or N-substituted a-amino aldehydes (2, 7, 11, 15, 17, and 20) with selected alpha-magnesio alkyl phenyl sulfones afforded the respective derivatives of allylic alcohols or allylic amines. 2,3-O-Isopropylidene-D-glyceraldehyde (1) was transformed into its tosylhydrazone (2) and then olefins 4a with retention of optical purity.

  DOI：

  10.1021/jo0499118

文献信息

• A Chiral Sulfoxide-Ligated Ruthenium Complex for Asymmetric Catalysis: Enantio- and Regioselective Allylic Substitution
  作者：Barry M. Trost、Meera Rao、André P. Dieskau

  DOI：10.1021/ja411310w

  日期：2013.12.11

  and synthesis of a novel chiral sulfoxide-ligated cyclopentadienyl ruthenium complex is described. Its utility as an asymmetric variant of [CpRu(MeCN)3]PF6 is demonstrated through its ability to function in the branched-selective asymmetric allylic alkylation of phenols and carboxylic acids. Water has also been shown to act as a competent nucleophile in this reaction to generate branched allyl alcohols

  描述了一种新型手性亚砜连接的环戊二烯基钌配合物的设计和合成。它作为 [CpRu(MeCN)3]PF6 的不对称变体的实用性通过其在苯酚和羧酸的支链选择性不对称烯丙基烷基化中起作用的能力得到证明。水也已被证明在该反应中充当有效的亲核试剂，以生成具有良好区域选择性和对映选择性的支链烯丙醇。
• Olefination of α-Hydroxy or α-Aminoaldehyde Derivatives via Reaction of Their Arylsulfonylhydrazones with Sulfonyl Anions
  作者：Jerzy Wicha、Andrzej Zarecki

  DOI：10.1021/jo0499118

  日期：2004.8.1

  Reaction of tosylhydrazones of O-substituted a-hydroxy or N-substituted a-amino aldehydes (2, 7, 11, 15, 17, and 20) with selected alpha-magnesio alkyl phenyl sulfones afforded the respective derivatives of allylic alcohols or allylic amines. 2,3-O-Isopropylidene-D-glyceraldehyde (1) was transformed into its tosylhydrazone (2) and then olefins 4a with retention of optical purity.