ethyl 3,3a,4,5,5a,6,7,8,9,9a-decahydro-9a-hydroxy-1-methyl-3-methylene-2-oxo-2H-cyclopenta[a]naphthalene-5a-carboxylate | 1037668-25-9

• 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: ethyl 3,3a,4,5,5a,6,7,8,9,9a-decahydro-9a-hydroxy-1-methyl-3-methylene-2-oxo-2H-cyclopenta[a]naphthalene-5a-carboxylate
• CAS: 1037668-25-9
• 化学式: C₂₀H₃₀O₄Si
• 分子量: 362.541
• InChiKey: GNNFQWLHASIAML-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  ethyl 2-hydroxy-2-(2-(trimethylsilyl)ethynyl)-1-(penta-3,4-dienyl)cyclohexanecarboxylate 、 一氧化碳 在 di(rhodium)tetracarbonyl dichloride 作用下， 以 甲苯 为溶剂， 反应 23.0h， 以13%的产率得到ethyl 3,3a,4,5,5a,6,7,8,9,9a-decahydro-9a-hydroxy-1-methyl-3-methylene-2-oxo-2H-cyclopenta[a]naphthalene-5a-carboxylate
  参考文献：
  名称：

  A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction

  摘要：

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

  DOI：

  10.1021/jo8007258