2-methyl-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethyl}-8-oxo-11-oxabicyclo[5.3.1]undec-4-en-2-yl acetate | 232280-17-0

• 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: 2-methyl-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethyl}-8-oxo-11-oxabicyclo[5.3.1]undec-4-en-2-yl acetate
• CAS: 232280-17-0
• 化学式: C₂₅H₄₄O₅Si
• 分子量: 452.707
• InChiKey: ROBPSZPIHFKYMC-NTMFSWBNSA-N

反应信息

• 作为反应物：
  描述：

  2-methyl-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethyl}-8-oxo-11-oxabicyclo[5.3.1]undec-4-en-2-yl acetate 在 偶氮二异丁腈 、 乙硫醇 作用下， 以 苯 为溶剂， 以2.28 g的产率得到(1R,2R,4Z,7R)-2-methyl-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethyl}-8-oxo-11-oxabicyclo[5.3.1]undec-4-en-2-yl acetate
  参考文献：
  名称：

  Stereoselective Construction of the Tricyclic Core of Neoliacinic Acid

  摘要：

  [GRAPHICS]The tricyclic core of the plant-derived sesquiterpene natural product neoliacinic acid was synthesized using a novel synthetic strategy. The pivotal synthetic transformations are construction of the key bicyclic ether-bridged intermediate by sequential deployment of metal carbenoid C-H insertion and ylide-forming reactions and installation of the lactone portion of neoliacinic acid by an acid-catalyzed intramolecular ring-opening reaction of an epoxide with a carboxylic acid.

  DOI：

  10.1021/jo702111u