5-Methyl-5-carbonsaeuremethylester-3-cyclohexenon | 57293-48-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Methyl-5-carbonsaeuremethylester-3-cyclohexenon
• 英文别名: methyl 1-methyl-6-oxocyclohex-3-ene-1-carboxylate
• CAS: 57293-48-8
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: XCGYKCOZGNSVMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  methyl 2-acetylpent-4-ynoate 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 5-Methyl-5-carbonsaeuremethylester-3-cyclohexenon
  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

文献信息

• COREY E. J.; KOZIKOWSKI A. P., TETRAHEDRON LETT. <TELE-AY>, 1975, NO 28, 2389-2392
  作者：COREY E. J.、 KOZIKOWSKI A. P.

  DOI：——

  日期：——
• Synthesis of Fused Carbocycles via a Selective 6-<i>Endo</i> Dig Gold(I)-Catalyzed Carbocyclization
  作者：Francis Barabé、Patrick Levesque、Ilia Korobkov、Louis Barriault

  DOI：10.1021/ol202314q

  日期：2011.10.21

  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.