diethyl 2-(2-methyl-3-((triisopropylsilyl)oxy)cyclopent-2-en-1-yl)-2-(3-phenylprop-2-yn-1-yl)malonate | 1334547-82-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-(2-methyl-3-((triisopropylsilyl)oxy)cyclopent-2-en-1-yl)-2-(3-phenylprop-2-yn-1-yl)malonate
• CAS: 1334547-82-8
• 化学式: C₃₁H₄₆O₅Si
• 分子量: 526.789
• InChiKey: XAFIFUBNOWREDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.42
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-(2-methyl-3-((triisopropylsilyl)oxy)cyclopent-2-en-1-yl)-2-(3-phenylprop-2-yn-1-yl)malonate 在 (acetonitrile)[(2',4',6'-triisopropyl-3,4,5,6-tetramethyl-1,1'-biphenyl-2-yl)di-tert-butylphosphine]gold(I) hexafluoroantimonate 、 silica gel 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 diethyl (3aR,7aS)-7a-methyl-1-oxo-7-phenyl-2,3,3a,5-tetrahydroindene-4,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of Fused Carbocycles via a Selective 6-Endo Dig Gold(I)-Catalyzed Carbocyclization

  摘要：

  A gold-catalyzed synthesis of fused carbocycles via a regioselective 6-endo dig process is reported. The selectivity can be modulated by the steric and electronic properties of gold(I) complexes. The ligands can influence the pathway selectivity for the first bond formation rather than through a common intermediate generated after an Initial bond formation. This gold(I)-catalyzed transformation provides access to synthetically useful carbocyclic motifs that are found in numerous diterpenoid natural products.

  DOI：

  10.1021/ol202314q
• 作为产物：
  描述：

  甲基环戊烯醇酮 、 diethyl 2-(3-phenylprop-2-yn-1-yl)malonate 、 三异丙基硅基三氟甲磺酸酯 在 二甲基硫 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 diethyl 2-(2-methyl-3-((triisopropylsilyl)oxy)cyclopent-2-en-1-yl)-2-(3-phenylprop-2-yn-1-yl)malonate
  参考文献：
  名称：

  Synthesis of Fused Carbocycles via a Selective 6-Endo Dig Gold(I)-Catalyzed Carbocyclization

  摘要：

  A gold-catalyzed synthesis of fused carbocycles via a regioselective 6-endo dig process is reported. The selectivity can be modulated by the steric and electronic properties of gold(I) complexes. The ligands can influence the pathway selectivity for the first bond formation rather than through a common intermediate generated after an Initial bond formation. This gold(I)-catalyzed transformation provides access to synthetically useful carbocyclic motifs that are found in numerous diterpenoid natural products.

  DOI：

  10.1021/ol202314q