ethyl (Z)-4,4-dimethyl-3-phenyl-2-pentenoate | 872284-55-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: ethyl (Z)-4,4-dimethyl-3-phenyl-2-pentenoate
• 英文别名: ethyl (E)-4,4-dimethyl-3-phenyl-2-pentenoate；Ethyl 4,4-dimethyl-3-phenylpent-2-enoate
• CAS: 872284-55-4
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: QOMFHGLCYYHCNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (Z)-4,4-dimethyl-3-phenyl-2-pentenoate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 (E)-4,4-dimethyl-3-phenyl-2-pentenoic acid
  参考文献：
  名称：

  Jalander, Lars; Iambolieva, Kostadinka; Sundstroem, Viola, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1980, vol. 34, # 10, p. 715 - 720

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-三甲基苯乙酮 在 硫酸 、 potassium carbonate 、 乙酰氯 、 锌 、 苯 作用下， 生成 ethyl (Z)-4,4-dimethyl-3-phenyl-2-pentenoate
  参考文献：
  名称：

  Data extraction from the web based on pre-defined schema

  摘要：

  With the development of the Internet, the World Wide Web has become an invaluable information source for most organizations. However, most documents available from the Web are in HTML form which is originally designed for document formatting with little consideration of its contents. Effectively extracting data from such documents remains a non-trivial task. In this paper, we present a schema-guided approach to extracting data from HTML pages. Under the approach, the user defines a schema specifying what to be extracted and provides sample mappings between the schema and the HTML page. The system will induce the mapping rules and generate a wrapper that takes the HTML page as input and produces the required data in the form of XML conforming to the user-defined schema. A prototype system implementing the approach has been developed. The preliminary experiments indicate that the proposed semi-automatic approach is not only easy to use but also able to produce a wrapper that extracts required data from inputted pages with high accuracy.

  DOI：

  10.1007/bf02943278

文献信息

• A Versatile New Catalyst for the Enantioselective Isomerization of Allylic Alcohols to Aldehydes:  Scope and Mechanistic Studies
  作者：Ken Tanaka、Gregory C. Fu

  DOI：10.1021/jo010792v

  日期：2001.11.1

  [Rh(cod)(2)]BF(4), serves as an effective catalyst for asymmetric isomerizations of allylic alcohols to aldehydes, furnishing improved yields, scope, and enantioselectivities relative to previously reported methods. The catalyst is air-stable and can be recovered at the end of the reaction. Mechanistic studies establish that the isomerization proceeds via an intramolecular 1,3-hydrogen migration and that

  合成了一种新的平面手性双齿磷酸二茂铁配体（2）并对其结构进行了表征。衍生的铑配合物[Rh（cod）（2）] BF（4）可作为有效的催化剂，用于烯丙基醇向醛的不对称异构化，相对于先前报道的方法，可提供更高的收率，范围和对映选择性。该催化剂是空气稳定的，并且可以在反应结束时回收。机理研究表明，异构化是通过分子内的1,3-氢迁移进行的，并且催化剂区分了对映体C1氢。
• Iridium‐Catalyzed Asymmetric Isomerization of Primary Allylic Alcohols Using MaxPHOX Ligands: Experimental and Theoretical Study
  作者：Albert Cabré、Martí Garçon、Albert Gallen、Lorenzo Grisoni、Arnald Grabulosa、Xavier Verdaguer、Antoni Riera

  DOI：10.1002/cctc.202000442

  日期：2020.8.20

  isomerization of primary allylic alcohols to chiral aldehydes using iridium‐catalysts bearing P,N‐MaxPHOX ligands has been studied. These catalysts can be fine‐tuned as they present three different stereogenic centers to modulate both the reactivity and enantioselectivity of a family of different substrates. The experimental part is supported by a DFT study of the reaction mechanism, which provides new

  研究了使用带有P，N- MaxPHOX配体的铱催化剂将伯烯丙基醇不对称异构化为手性醛。可对这些催化剂进行微调，因为它们具有三个不同的立体异构中心，可调节一系列不同底物的反应性和对映选择性。实验部分得到了反应机理的DFT研究的支持，该研究为这种转化的关键步骤提供了新的见解。
• Iridium-Catalyzed Asymmetric Hydrogenation of 3,3-Disubstituted Allylic Alcohols in Ethereal Solvents
  作者：Maurizio Bernasconi、Vincenzo Ramella、Paolo Tosatti、Andreas Pfaltz

  DOI：10.1002/chem.201303915

  日期：2014.2.24

  Ir‐phosphinomethyl‐oxazoline complexes have been identified as efficient, highly enantioselective catalysts for the asymmetric hydrogenation of 3,3‐disubstituted allylic alcohols and related homoallylic alcohols. In contrast to other N,P ligand complexes, which require weakly coordinating solvents, such as dichloromethane, these catalysts perform well in more ecofriendly THF or 2‐MeTHF. Their synthetic

  Ir-膦基甲基-恶唑啉络合物已被认为是高效的，高对映选择性的催化剂，可用于3,3-二取代的烯丙醇和相关的均烯丙醇的不对称加氢反应。与其他需要弱配位溶剂（例如二氯甲烷）的N，P配体配合物相比，这些催化剂在更环保的THF或2-MeTHF中表现良好。它们的合成潜力已通过四种比沙泊烷倍半萜的正式全合成得到证明。
• Organocatalytic olefin C–H functionalization for enantioselective synthesis of atropisomeric 1,3-dienes
  作者：Quan-Hao Wu、Meng Duan、Yu Chen、Peiyuan Yu、Yong-Bin Wang、Jun Kee Cheng、Shao-Hua Xiang、Kendall N. Houk、Bin Tan

  DOI：10.1038/s41929-023-01097-x

  日期：——

  support continual development of drug discovery, functional materials and asymmetric synthesis. Axially chiral 1,3-dienes, particularly acyclic ones, are potentially valuable yet underutilized skeletons due to concerns about chiral stability and the absence of suitable synthetic conditions. Here we show an organocatalytic strategy for the direct functionalization of alkenyl C–H bonds, enabling the challenging

  结构和立体化学多样化的化学支架的可用性对于支持药物发现、功能材料和不对称合成的持续发展非常重要。轴向手性 1,3-二烯，特别是无环二烯，具有潜在价值，但由于对手性稳定性的担忧和缺乏合适的合成条件而未得到充分利用。在这里，我们展示了一种直接官能化烯基 C-H 键的有机催化策略，能够以模块化方式对各种无环手性 1,3-二烯进行具有挑战性的天体选择性构建。对反应机理的深入研究表明，当前的策略不仅绕过了传统的烯烃C-H官能化的间接过程，而且也代表了与过渡金属催化的C( sp 2 )-H活化的背离。这些发现有望为烯烃化学研究开辟途径，并激发对其他惰性结构的有机催化活化的研究。
• Jalander, Lars; Broms, Merete, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1983, vol. 37, # 3, p. 173 - 178
  作者：Jalander, Lars、Broms, Merete

  DOI：——

  日期：——