diethyl 5-oxo-3-hexamethylene-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate | 1099651-77-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 5-oxo-3-hexamethylene-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate
• 英文别名: 4-diethoxyphosphorylspiro[6,6a-dihydro-1H-cyclopenta[c]furan-3,1'-cycloheptane]-5-one
• CAS: 1099651-77-0
• 化学式: C₁₇H₂₇O₅P
• 分子量: 342.372
• InChiKey: LHESNEOEHMYNRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diethyl 2-(1-(allyloxy)cycloheptyl)ethynylphosphonate 、 molybdenum hexacarbonyl 在 二甲基亚砜 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以88%的产率得到diethyl 5-oxo-3-hexamethylene-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate
  参考文献：
  名称：

  Mo(CO)₆-Mediated Intramolecular Pauson−Khand Reaction of Substituted Diethyl 3-Allyloxy-1-Propynylphosphonates

  摘要：

  Cyclisation of diethyl 3-allyloxy-1-propynylphosphonates with MO(CO)(6) under PK conditions to give 3-substituted-5-oxo-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate, 2a-h, in 45-88% isolated yields was done. The R groups are always syn with H-b (where applicable). The stereochemistry was determined via both NMR and crystal X-ray analysis.

  DOI：

  10.1021/jo801988k

文献信息

• Mo(CO)₆-Mediated Intramolecular Pauson−Khand Reaction of Substituted Diethyl 3-Allyloxy-1-Propynylphosphonates
  作者：Dorit Moradov、Abed Al Aziz Al Quntar、Manar Youssef、Reem Smoum、Abraham Rubinstein、Morris Srebnik

  DOI：10.1021/jo801988k

  日期：2009.2.6

  Cyclisation of diethyl 3-allyloxy-1-propynylphosphonates with MO(CO)(6) under PK conditions to give 3-substituted-5-oxo-3,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-ylphosphonate, 2a-h, in 45-88% isolated yields was done. The R groups are always syn with H-b (where applicable). The stereochemistry was determined via both NMR and crystal X-ray analysis.