4-(1-benzyl-4-oxo-cyclohexa-2,5-dienyl)-butyraldehyde | 871468-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(1-benzyl-4-oxo-cyclohexa-2,5-dienyl)-butyraldehyde
• 英文别名: 4-(1-Benzyl-4-oxocyclohexa-2,5-dien-1-yl)butanal
• CAS: 871468-61-0
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: UZACOKASVXIUAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(1-benzyl-4-oxo-cyclohexa-2,5-dienyl)-butyraldehyde 在 (4R)-N-(naphthyl)-2,2-Me₂-thiazolidine-4-carboxamide trifluoroacetate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 (1R,3aR,7aS)-3a-Benzyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 、 (1S,3aR,7aR)-3a-benzyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 、 3a-Benzyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde
  参考文献：
  名称：

  Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction

  摘要：

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

  DOI：

  10.1021/ja055740s
• 作为产物：
  描述：

  4-benzyl-4-[4-(4-methoxy-benzyloxy)-butyl]-cyclohexa-2,5-dienone 在 phosphate buffer 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 3.0h， 生成 4-(1-benzyl-4-oxo-cyclohexa-2,5-dienyl)-butyraldehyde
  参考文献：
  名称：

  Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction

  摘要：

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

  DOI：

  10.1021/ja055740s

文献信息

• Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction
  作者：Yujiro Hayashi、Hiroaki Gotoh、Tomohiro Tamura、Hirofumi Yamaguchi、Ryouhei Masui、Mitsuru Shoji

  DOI：10.1021/ja055740s

  日期：2005.11.23

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.