(1S,4aR,8aS)-4a-hydroxy-7-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carbaldehyde | 1005007-98-6

• 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-hydroxy-7-oxo-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1-carbaldehyde
• 英文别名: (1S,4aR,8aS)-4a-hydroxy-7-oxo-1,2,3,4,8,8a-hexahydronaphthalene-1-carbaldehyde
• CAS: 1005007-98-6
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: ICKWWXQBNPHAPK-DVVUODLYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)pentanal 在 (R)-2-(dinaphthalen-2-yltrimethylsilyloxymethyl)pyrrolidine 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 4a-hydroxy-7-oxo-1,2,3,4,5,6,8,8a-octahydronaphthalene-1-carbaldehyde 、 (1S,4aR,8aS)-4a-hydroxy-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