α-methyl-1,3-benzodioxole-4-propanal

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: α-methyl-1,3-benzodioxole-4-propanal
• 英文别名: 3-(1,3-Benzodioxol-4-yl)-2-methylpropanal
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: YFCRKPZRTZYZQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-methyl-1,3-benzodioxole-4-propanal 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  通过BINOLs脱芳香化作用构建四元立体中心的轴对手性手性传递

  摘要：

  全碳四元立体中心是通用的构建基块，其不对称结构引起了人们的广泛关注。在这里，我们公开了一种通过（S）-BINOLs脱芳烃合成手性四元立体中心的轴向向中心手性转移策略。该反应用多种碳酸炔丙酯平稳地进行，以高收率提供具有优异对映选择性的手性螺化合物。此外，该策略扩展到了具有中等s值的rac -BINOL的动力学拆分。

  DOI：

  10.1021/acs.orglett.9b03558
• 作为产物：
  描述：

  胡椒环 、 2-甲基丙烯醛 在 palladium diacetate 、 palladium on activated charcoal 氧气 、 sodium acetate 、 乙酰丙酮 、 氢气 作用下， 以 丙酸 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 生成 α-methyl-1,3-benzodioxole-4-propanal 、 胡椒基丙醛
  参考文献：
  名称：

  Oxidative Coupling of Benzenes with α,β-Unsaturated Aldehydes by the Pd(OAc)₂/Molybdovanadophosphoric Acid/O₂ System

  摘要：

  The oxidative coupling reaction of benzene with an (x,P-unsaturated aldehyde was examined by the combined catalytic system of Pd(OAc)(2) with molybdovanadophosphoric acid (HPMoV) under atmospheric dioxygen. Thus, the reaction of benzene with acrolein under dioxygen (1 atm) by the use of catalytic amounts of Pd(OAc)(2) and H4PMo11VO40 (.) 26H(2)O in the presence of dibenzoylmethane as, a ligand in propionic acid at 90 degrees C for 1.5 h afforded cinnamaldehyde in 59% yield and beta-phenyleinnamaldehyde in 5% yield. This catalytic system was extended to the direct oxidative coupling through the C-H bond activation of various arenes with acrolein and methacrolein.

  DOI：

  10.1021/jo050534o

文献信息

• METHOD OF REDUCING VISCOSITY OF CONCENTRATED LIQUID CLEANSERS BY SELECTION OF PERFUME COMPONENTS
  申请人：Unilever PLC

  公开号：EP2300590B1

  公开（公告）日：2016-11-16
• Method of Controlling Structure and Rheology of Low Active Liquid Cleansers by Selecting Perfume Components
  申请人：Yang Lin

  公开号：US20090312223A1

  公开（公告）日：2009-12-17

  The invention relates to method of enhancing viscosity of low active liquid cleanser by adding perfumes individual perfume components or mixtures of components.
• Method of Reducing Viscosity of Concentrated Liquid Cleansers by Selection of Perfume Components
  申请人：Yang Lin

  公开号：US20090312224A1

  公开（公告）日：2009-12-17

  The invention relates to method of reducing viscosity of high active liquid concentrate cleanser by adding perfumes, individual perfume components, or mixtures of components.
• Oxidative Coupling of Benzenes with α,β-Unsaturated Aldehydes by the Pd(OAc)₂/Molybdovanadophosphoric Acid/O₂ System
  作者：Tomoyuki Yamada、Satoshi Sakaguchi、Yasutaka Ishii

  DOI：10.1021/jo050534o

  日期：2005.7.1

  The oxidative coupling reaction of benzene with an (x,P-unsaturated aldehyde was examined by the combined catalytic system of Pd(OAc)(2) with molybdovanadophosphoric acid (HPMoV) under atmospheric dioxygen. Thus, the reaction of benzene with acrolein under dioxygen (1 atm) by the use of catalytic amounts of Pd(OAc)(2) and H4PMo11VO40 (.) 26H(2)O in the presence of dibenzoylmethane as, a ligand in propionic acid at 90 degrees C for 1.5 h afforded cinnamaldehyde in 59% yield and beta-phenyleinnamaldehyde in 5% yield. This catalytic system was extended to the direct oxidative coupling through the C-H bond activation of various arenes with acrolein and methacrolein.
• Axial-to-Central Chirality Transfer for Construction of Quaternary Stereocenters via Dearomatization of BINOLs
  作者：Xiao-Long Min、Xu-Ran Xu、Ying He

  DOI：10.1021/acs.orglett.9b03558

  日期：2019.11.15

  All-carbon quaternary stereocenters are versatile building blocks, and their asymmetric construction has attracted much attention. Herein, we disclose an axial-to-central chirality transfer strategy for the synthesis of chiral quaternary stereocenters via dearomatization of (S)-BINOLs. The reaction proceeded smoothly with a wide range of propargyl carbonates to afford chiral spiro-compounds in high

  全碳四元立体中心是通用的构建基块，其不对称结构引起了人们的广泛关注。在这里，我们公开了一种通过（S）-BINOLs脱芳烃合成手性四元立体中心的轴向向中心手性转移策略。该反应用多种碳酸炔丙酯平稳地进行，以高收率提供具有优异对映选择性的手性螺化合物。此外，该策略扩展到了具有中等s值的rac -BINOL的动力学拆分。