| 1418138-19-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• CAS: 1418138-19-8
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: SNDWQJUBQQADES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 N-氯代丁二酰亚胺 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 生成 3-Chloro-4-(3-methoxyphenyl)butan-2-one
  参考文献：
  名称：

  Acid- and Iridium-Catalyzed Tandem 1,3-Transposition/3,1-Hydrogen Shift/Chlorination of Allylic Alcohols

  摘要：

  A method for the selective synthesis of alpha-chlorocarbonyls from allylic alcohols is presented. The reaction occurs through an acid- and iridium-catalyzed tandem process that combines a 1,3-transposition, a 3,1-hydrogen shift, and a chlorination process, and can be applied to a wide range of alpha-aromatic and heteroaromatic secondary allylic alcohols. Saturated non-chlorinated ketones or other side-products derived from overchlorination were not detected.

  DOI：

  10.1021/cs501618h
• 作为产物：
  描述：

  4-(3-methoxyphenyl)but-3-en-2-one 在 sodium tetrahydroborate 作用下， 生成
  参考文献：
  名称：

  氢键促进的钯催化：使用手性双（亚砜）膦配体的不对称1,3-二取代烯丙基乙酸酯与吲哚的烯丙基烷基化

  摘要：

  DYKAT努力奋斗：新型的手性BiSO-P配体通过动态动力学不对称转化（DYKAT）有效地实现了前所未有的钯催化的吲哚与外消旋乙酸酯的吲哚不对称烯丙基烷基化反应。在配体的亚磺酰基和吲哚的NH之间形成的氢键在反应中起重要作用。

  DOI：

  10.1002/anie.201209485

文献信息

• Hydrogen-Bond-Promoted Palladium Catalysis: Allylic Alkylation of Indoles with Unsymmetrical 1,3-Disubstituted Allyl Acetates Using Chiral Bis(sulfoxide) Phosphine Ligands
  作者：Le Du、Peng Cao、Junwei Xing、Yazhou Lou、Liyin Jiang、Liangchun Li、Jian Liao

  DOI：10.1002/anie.201209485

  日期：2013.4.8

  A DYKAT die hard: A new class of chiral BiSO‐P ligands were effective for an unprecedented palladium‐catalyzed asymmetric allylic alkylation of indoles with the racemic title acetates through a dynamic kinetic asymmetric transformation (DYKAT). The hydrogen bond formed between the sulfinyl group of the ligand and NH of indole plays an important role in the reaction.

  DYKAT努力奋斗：新型的手性BiSO-P配体通过动态动力学不对称转化（DYKAT）有效地实现了前所未有的钯催化的吲哚与外消旋乙酸酯的吲哚不对称烯丙基烷基化反应。在配体的亚磺酰基和吲哚的NH之间形成的氢键在反应中起重要作用。
• Acid- and Iridium-Catalyzed Tandem 1,3-Transposition/3,1-Hydrogen Shift/Chlorination of Allylic Alcohols
  作者：Ana Vázquez-Romero、Antonio Bermejo Gómez、Belén Martín-Matute

  DOI：10.1021/cs501618h

  日期：2015.2.6

  A method for the selective synthesis of alpha-chlorocarbonyls from allylic alcohols is presented. The reaction occurs through an acid- and iridium-catalyzed tandem process that combines a 1,3-transposition, a 3,1-hydrogen shift, and a chlorination process, and can be applied to a wide range of alpha-aromatic and heteroaromatic secondary allylic alcohols. Saturated non-chlorinated ketones or other side-products derived from overchlorination were not detected.