(4bR,8aS,9S)-10-chloro-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-carbaldehyde | 1005008-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (4bR,8aS,9S)-10-chloro-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-carbaldehyde
• 英文别名: (4bR,8aS,9S)-1-chloro-4b-methoxy-7-oxo-8,8a,9,10-tetrahydrophenanthrene-9-carbaldehyde
• CAS: 1005008-05-8
• 化学式: C₁₆H₁₅ClO₃
• 分子量: 290.746
• InChiKey: AVGVGCCYTMNLKX-OOVXXXAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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 、 3-(3-chloro-4'-hydroxy-[1,1'-biphenyl]-2-yl)propanal 在 (R)-2-(dinaphthalen-2-yl-trimethylsilyloxymethyl)pyrrolidine 碘苯二乙酸 作用下， 反应 24.17h， 以52%的产率得到(4bR,8aS,9S)-10-chloro-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-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.