(1S,3aS,7aR)-3a-methyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde | 871468-78-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,3aS,7aR)-3a-methyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde
• 英文别名: (1S,3aR,7aR)-3a-methyl-6-oxo-2,3,7,7a-tetrahydro-1H-indene-1-carbaldehyde
• CAS: 871468-78-9
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: YIZDNJPXPBZAJS-FBIMIBRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,3aS,7aR)-3a-methyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成
  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-(1-methyl-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， 生成 (1S,3aS,7aR)-3a-methyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 、 (1R,3aS,7aS)-3a-Methyl-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbaldehyde 、 3a-Methyl-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

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.