(Z)-2-nonenyldimethylsilyl chloride

• 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: (Z)-2-nonenyldimethylsilyl chloride
• 英文别名: chloro-dimethyl-[(Z)-non-2-enyl]silane
• 化学式: C₁₁H₂₃ClSi
• 分子量: 218.842
• InChiKey: BJUILGUHCJEKHB-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (Z)-2-nonenyldimethylsilyl chloride 在 四氯化钛 、 三乙胺 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 (4S,5S)-5-ethenylundecane-1,4-diol
  参考文献：
  名称：

  Stereoselective Allylation of Acetals through Intramolecular Transfer of an Allylsilane

  摘要：

  [GRAPHICS]Through a cyclic transition state of tetravalent silicon intermediate, the reaction of allylsilyl acetal in the presence of TiCl4 proceeded in a stereoselective manner. Highly diastereoselective allylation of lactols could be performed in two steps. On the other hand, Me3SiOTf-mediated reaction of allylsilyl acetal provided homoallyl methyl ether without stereoselectivity.

  DOI：

  10.1021/ol990840m

文献信息

• Stereoselective Allylation of Acetals through Intramolecular Transfer of an Allylsilane
  作者：Kazuya Fujita、Atsushi Inoue、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/ol990840m

  日期：1999.9.1

  [GRAPHICS]Through a cyclic transition state of tetravalent silicon intermediate, the reaction of allylsilyl acetal in the presence of TiCl4 proceeded in a stereoselective manner. Highly diastereoselective allylation of lactols could be performed in two steps. On the other hand, Me3SiOTf-mediated reaction of allylsilyl acetal provided homoallyl methyl ether without stereoselectivity.