(2E,4E)-Octa-2,4-dienoyl chloride | 68597-86-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: (2E,4E)-Octa-2,4-dienoyl chloride
• 英文别名: (2E,4E)-octa-2,4-dienoyl chloride
• CAS: 68597-86-4
• 化学式: C₈H₁₁ClO
• 分子量: 158.628
• InChiKey: VYMIGIKZCXYPBK-YTXTXJHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E,4E)-Octa-2,4-dienoyl chloride 在 4 A molecular sieve 、 (trimethylsilyl)difluoride 、 二正丁基氧化锡 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 20.0h， 生成 [(3S,3'R,4'S,5'S,6'R)-4,4',5',6-tetrahydroxy-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-3'-yl] (2E,4E)-octa-2,4-dienoate
  参考文献：
  名称：

  A novel approach to the regioselective acylation of spirocyclic C-glucoside of papulacandins

  摘要：

  A novel approach to the regioselective acylation of spirocyclic C-glucosicle of papulacandins is reported. Conditions were found to effect regioselective acylation of triol 2 to give 2-O-acyl derivatives (5). which after deprotection with TASF afforded exclusively 2-O-acyl derivatives (8). An extensive migration of the acyl group from 2-O- to 3-O-position was observed when the desilylation was conducted with TBAF. These findings provided with a convenient means for extending the SAR of papulacandins at these position. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00664-0
• 作为产物：
  描述：

  2-已烯醛 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2E,4E)-Octa-2,4-dienoyl chloride
  参考文献：
  名称：

  Synthesis of polymeric ladders by topochemical polymerization

  摘要：

  通过拓扑化学聚合，从植物衍生材料合成了两种立构规整的聚合梯。

  DOI：

  10.1039/c3cc47379a

文献信息

• Cobalt-Catalyzed Asymmetric 1,6-Addition of (Triisopropylsilyl)-acetylene to α,β,γ,δ-Unsaturated Carbonyl Compounds
  作者：Takahiro Sawano、Akram Ashouri、Takahiro Nishimura、Tamio Hayashi

  DOI：10.1021/ja309756k

  日期：2012.11.21

  Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds took place in the presence of a cobalt/Duphos catalyst to give the 1,6-addition products in high yields with high regio- and enantioselectivity.

  （三异丙基甲硅烷基）乙炔与 α,β,γ,δ-不饱和羰基化合物的不对称加成在钴/Duphos 催化剂存在下发生，以高产率和高区域选择性和对映选择性得到 1,6-加成产物。
• Synthesis of polymeric ladders by topochemical polymerization
  作者：Xiaodong Hou、Zhihan Wang、Joseph Lee、Erin Wysocki、Casey Oian、Jennifer Schlak、Qianli R. Chu

  DOI：10.1039/c3cc47379a

  日期：——

  Two stereoregular polymeric ladders were synthesized from plant-derived materials by topochemical polymerization.

  通过拓扑化学聚合，从植物衍生材料合成了两种立构规整的聚合梯。
• A novel approach to the regioselective acylation of spirocyclic C-glucoside of papulacandins
  作者：Chafiq Hamdouchi、Carlos Jaramillo、Javier Lopez-Prados、Almudena Rubio

  DOI：10.1016/s0040-4039(02)00664-0

  日期：2002.5

  A novel approach to the regioselective acylation of spirocyclic C-glucosicle of papulacandins is reported. Conditions were found to effect regioselective acylation of triol 2 to give 2-O-acyl derivatives (5). which after deprotection with TASF afforded exclusively 2-O-acyl derivatives (8). An extensive migration of the acyl group from 2-O- to 3-O-position was observed when the desilylation was conducted with TBAF. These findings provided with a convenient means for extending the SAR of papulacandins at these position. (C) 2002 Elsevier Science Ltd. All rights reserved.