(1S,3R,4R,7R,8S)-7-(Dimethyl-phenyl-silanyl)-4,8-dimethyl-2-oxa-tricyclo[3.2.1.03,6]octan-5-ol | 138235-53-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1S,3R,4R,7R,8S)-7-(Dimethyl-phenyl-silanyl)-4,8-dimethyl-2-oxa-tricyclo[3.2.1.03,6]octan-5-ol
• CAS: 138235-53-7
• 化学式: C₁₇H₂₄O₂Si
• 分子量: 288.462
• InChiKey: GHKQVQDBDWGCED-GRESMKSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (1R,2S,4R,5S)-2,4-dimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-one 、 以 四氢呋喃 为溶剂， 反应 3.0h， 以59%的产率得到(1S,3R,4R,7R,8S)-7-(Dimethyl-phenyl-silanyl)-4,8-dimethyl-2-oxa-tricyclo[3.2.1.03,6]octan-5-ol
  参考文献：
  名称：

  Silacupration of oxabicyclic compounds. An interrupted ring opening reaction

  摘要：

  Oxabicyclo[3.2.1]octenes have been found to undergo silacupration when treated with (PhMe2Si)Cu.LiCN. Ring closure of the cuprate onto a remote carbonyl group at C-3 provides tricyclic compounds. Trapping experiments with a variety of other electrophiles prior to the closure reaction have also been achieved.

  DOI：

  10.1021/jo00028a003