diethyl 2-(4-methylpent-4-en-2-yn-1-yl)-2-(3-((triisopropylsilyl)oxy)cyclohex-2-en-1-yl)malonate | 1334547-93-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: diethyl 2-(4-methylpent-4-en-2-yn-1-yl)-2-(3-((triisopropylsilyl)oxy)cyclohex-2-en-1-yl)malonate
• CAS: 1334547-93-1
• 化学式: C₂₈H₄₆O₅Si
• 分子量: 490.756
• InChiKey: ILXUIMHLTMKACL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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-(4-methylpent-4-en-2-yn-1-yl)-2-(3-((triisopropylsilyl)oxy)cyclohex-2-en-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 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 四氢呋喃 、 甲醇 为溶剂， 生成
  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：

  2-溴丙烯 、 diethyl 1-(3-triisopropylsiloxy-2-cyclohexenyl)-3-butyne-1,1-dicarboxylate 在 copper(l) iodide 、 四(三苯基膦)钯 、 二乙胺 作用下， 以 苯 为溶剂， 以78%的产率得到diethyl 2-(4-methylpent-4-en-2-yn-1-yl)-2-(3-((triisopropylsilyl)oxy)cyclohex-2-en-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