(R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one | 170164-82-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one
• 英文别名: 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-phenylpropan-1-one
• CAS: 170164-82-6
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: OYAYTTNYLXFQSB-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol
  参考文献：
  名称：

  A Route to Homochiral (S)-O-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol

  摘要：

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

  DOI：

  10.1080/00397919508011831
• 作为产物：
  描述：

  (4R)-2,2-二甲基-1,3-二氧戊环-4-甲酰氯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylpropan-1-one
  参考文献：
  名称：

  A Route to Homochiral (S)-O-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol

  摘要：

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.

  DOI：

  10.1080/00397919508011831

文献信息

• Ligated Regioselective PdII Catalysis to Access β-Aryl-Bearing Aldehydes, Ketones, and β-Keto Esters
  作者：Mari Vellakkaran、Murugaiah M. S. Andappan、Nagaiah Kommu

  DOI：10.1002/ejoc.201200770

  日期：2012.9

  arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, α-benzyl-α′-alkyl acetones, dihydrocinnamaldehydes, and α-benzyl β-keto esters (from Baylis–Hillman adducts). A practical

  通过在 PdII 介导的烯丙醇芳基化异构化中使用配体，开发了一种更温和和区域选择性的通用构建块 β-芳基醛和酮。这种新的螯合控制方案使广泛的功能兼容，以生成二氢查耳酮、α-苄基-α'-烷基丙酮、二氢肉桂醛和 α-苄基 β-酮酯（来自 Baylis-Hillman 加合物）。还展示了普罗帕酮中间体的实用多克合成。
• Replacing a stoichiometric silver oxidant with air: ligated Pd(<scp>ii</scp>)-catalysis to β-aryl carbonyl derivatives with improved chemoselectivity
  作者：Mari Vellakkaran、Murugaiah M. S. Andappan、Nagaiah Kommu

  DOI：10.1039/c3gc42504e

  日期：——

  Air was employed as a green reoxidant of Pd(0), replacing stoichiometric and toxic silver salt, in the chelation-controlled Pd(ii)-modulated arylative enolization of prop-2-en-1-ols to acquire synthetically-important β-aryl carbonyl derivatives.

  空气被用作Pd（0）的绿色氧化剂，取代了化学计量且有毒的银盐，在以螯合控制的Pd（II）调控下进行的烯醇化反应中，将丙烯-1-醇芳基化，以获得具有合成重要性的β-芳基酮衍生物。
• A Route to Homochiral (S)-<u>O</u>-Methyl Mandelic Acid and Related α-Alkoxy Carboxylic Acids from Isopropylidene Glycerol
  作者：Sheetal Handa、John E. Hawes、Robert J. Pryce

  DOI：10.1080/00397919508011831

  日期：1995.9

  An improved synthesis of the useful ketones 7 is described. These ketones are then further modified via a highly stereospecific reduction. to give homochiral alpha-alkoxy carboxylic acids which are useful chiral auxiliaries and intermediates.