| 1266614-25-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1266614-25-8
• 化学式: C₁₉H₃₄O₃
• 分子量: 310.477
• InChiKey: AVELKUFYKDTDLM-RZDIXWSQSA-N

反应信息

• 作为反应物：
  描述：

  、 三甲基硅烷化重氮甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 3.5h， 生成 、
  参考文献：
  名称：

  Selectivity Control in Alkylidene Carbene-Mediated C−H Insertion and Allene Formation

  摘要：

  Regioselectivity of alkylidene carbene-mediated C-H insertion was explored utilizing electronic, conformational, steric, and stereoelectronic effects. Relying on these factors, highly regio- and chemoselective carbene insertion reaction of C-H bonds in different environments could be obtained. The observed selectivity clearly indicates that an electronic effect plays a more important role than steric effect. In general, C-H bonds in conformationally rigid cyclic environments are less reactive than those in acyclic systems toward carbene insertion, and in this situation, a competing intermolecular reaction between alkylidene carbene and trimethylsilyldiazomethane led to the formation of allenylsilanes. The formation of allenylsilane becomes more favorable as the concentration of reaction becomes higher, as well as the C-H bonds undergoing insertion becomes electronically and conformationally deactivated.

  DOI：

  10.1021/jo102180f