| 1025719-48-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 1025719-48-5
• 化学式: C₂₅H₃₁F₃O₇
• 分子量: 500.512
• InChiKey: HUVIOJXLFZGERY-RRYYIIFPSA-N

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以6 mg的产率得到
  参考文献：
  名称：

  A Cross-Metathesis Route to the 5-F₂-Isoprostanes

  摘要：

  A library of eight 5-F-2-isoprostanes was prepared through a ring-opening metathesis/cross-metathesis protocol between functionalized bicyclo[3.2.0]heptenes, ethylene, and alpha,beta-unsaturated ketones. This sequence provided racemic enones in a regio- and stereoselective fashion that could be converted to enantiomerically enriched allylic alcohols through a catalyst-controlled asymmetric reduction. Completion of the sidechains, followed by global deprotection, resulted in a stereodivergent route to eight enantiomerically enriched 5-F-2 isoprostanes. Overall, the synthesis of this library of known and anticipated lipid oxidation metabolites was achieved in 10 steps from commercially available 4-hydroxy-2-cyclopentenone.

  DOI：

  10.1021/jo702702s