(Z)-5-((dimethylcarbamoyl)oxy)-1-(triethylsilyl)pent-1-en-3-yl acetate | 1346254-41-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-5-((dimethylcarbamoyl)oxy)-1-(triethylsilyl)pent-1-en-3-yl acetate
• CAS: 1346254-41-8
• 化学式: C₁₆H₃₁NO₄Si
• 分子量: 329.512
• InChiKey: ZSHQAUCMJFBBKG-QBFSEMIESA-N

反应信息

• 作为产物：
  描述：

  三乙基硅烷 在 palladium diacetate 、 二氯乙基铝 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 溶剂黄146 、 甲苯 、 mineral oil 为溶剂， 反应 15.25h， 生成 (Z)-5-((dimethylcarbamoyl)oxy)-1-(triethylsilyl)pent-1-en-3-yl acetate 、 (E)-5-((dimethylcarbamoyl)oxy)-1-(triethylsilyl)pent-1-en-3-yl acetate
  参考文献：
  名称：

  Oxidant-Controlled Stereoselectivity in the Pd-Catalyzed Allylic Oxidation of cis-Vinylsilanes

  摘要：

  The allylic oxidation of cis-vinylsilanes is reported. The reaction requires a low catalyst loading of Pd(OAc)(2) without the need for an external ligand. Interestingly, trans-vinylsilanes are unreactive, whereas allylic oxidations of cis-vinylsilanes proceed in good yields giving a single diastereo- and regioisomer of the branched allylic acetate trans-vinylsilane when benzoquinone is employed. The use of PhI(OAc)(2) as oxidant in place of benzoquinone provides the branched, cis-vinylsilane as the major product. Additionally, the first intramolecular allylic C-H etherifications of cis-vinylsilanes to give oxygen heterocycles are also described.

  DOI：

  10.1021/ja2089102