(1S,4aR,8aS)-4a-methoxy-7-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carbaldehyde | 1005008-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,4aR,8aS)-4a-methoxy-7-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carbaldehyde
• 英文别名: (1S,4aR,8aS)-4a-methoxy-7-oxo-1,2,3,4,8,8a-hexahydronaphthalene-1-carbaldehyde
• CAS: 1005008-02-5
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: QIFQRKDURDXOOH-ADEWGFFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 5-(4-Hydroxy-phenyl)-pentanal 在 (R)-2-(dinaphthalen-2-yl-trimethylsilyloxymethyl)pyrrolidine 碘苯二乙酸 作用下， 反应 24.17h， 以75%的产率得到(1S,4aR,8aS)-4a-methoxy-7-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carbaldehyde
  参考文献：
  名称：

  An Enantioselective Organocatalytic Oxidative Dearomatization Strategy

  摘要：

  We have developed a catalytic enantioselective strategy for chemical synthesis wherein flat aromatic molecules are directly converted to complex nonremmic molecular arch lectures. The process Involves oxidative dearomatization of substituted phenols followed by a desymmebrizing secondry amine-catalyzed asymmetric intermolecular Michael addition and reveals a declin structure formed with exquisite control of three now streogenic centers and an array of exploitable orthogonal functionality directly from a flat molecule that is devoid or architectural complexity.

  DOI：

  10.1021/ja077457u

文献信息

• An Enantioselective Organocatalytic Oxidative Dearomatization Strategy
  作者：Ngoc T. Vo、Robert D. M. Pace、Fionn O'Har、Matthew J. Gaunt

  DOI：10.1021/ja077457u

  日期：2008.1.1

  We have developed a catalytic enantioselective strategy for chemical synthesis wherein flat aromatic molecules are directly converted to complex nonremmic molecular arch lectures. The process Involves oxidative dearomatization of substituted phenols followed by a desymmebrizing secondry amine-catalyzed asymmetric intermolecular Michael addition and reveals a declin structure formed with exquisite control of three now streogenic centers and an array of exploitable orthogonal functionality directly from a flat molecule that is devoid or architectural complexity.