{2-[1-Methoxy-meth-(E)-ylidene]-1-methylene-butoxy}-trimethyl-silane | 177217-41-3

• 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: {2-[1-Methoxy-meth-(E)-ylidene]-1-methylene-butoxy}-trimethyl-silane
• 英文别名: {[3-(Methoxymethylidene)pent-1-en-2-yl]oxy}(trimethyl)silane；3-(methoxymethylidene)pent-1-en-2-yloxy-trimethylsilane
• CAS: 177217-41-3
• 化学式: C₁₀H₂₀O₂Si
• 分子量: 200.353
• InChiKey: JWOIUILYKFXBHK-UHFFFAOYSA-N

物化性质

• 沸点：
  79-84 °C(Press: 14 Torr)
• 密度：
  0.869±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,3-二甲氧基甲基戊烷-2-酮 在 对甲苯磺酸 、 三乙胺 、 zinc(II) chloride 作用下， 反应 23.0h， 生成 {2-[1-Methoxy-meth-(E)-ylidene]-1-methylene-butoxy}-trimethyl-silane
  参考文献：
  名称：

  Enantioselective Construction of Highly Functionalized Indoloquinolizines—congeners to Polycyclic Indole Alkaloids

  摘要：

  AbstractIndolo[2,3‐a]quinolizines have been prepared in enantiomerically pure form by a very short and efficient synthetic sequence consisting of a) formation of imines of tryptophan esters, b) their enantioselective reaction with substituted silyloxydienes mediated by a chiral or an achiral boron Lewis acid, and c) subsequent ring closure initiated by conversion of the generated vinylogous amides into vinylogous imidoyl chlorides. With this strategy various substituents can be incorporated directly into the 1‐position of the heterocyclic framework of complex indole alkaloids by the choice of an appropriate silyloxydiene, so that subsequent derivatization of the alkaloid precursor at this position is rendered unnecessary.

  DOI：

  10.1002/chem.19970030122

文献信息

• Enantioselective Construction of Highly Functionalized Indoloquinolizines—congeners to Polycyclic Indole Alkaloids
  作者：Ralf Lock、Herbert Waldmann

  DOI：10.1002/chem.19970030122

  日期：1997.1

  AbstractIndolo[2,3‐a]quinolizines have been prepared in enantiomerically pure form by a very short and efficient synthetic sequence consisting of a) formation of imines of tryptophan esters, b) their enantioselective reaction with substituted silyloxydienes mediated by a chiral or an achiral boron Lewis acid, and c) subsequent ring closure initiated by conversion of the generated vinylogous amides into vinylogous imidoyl chlorides. With this strategy various substituents can be incorporated directly into the 1‐position of the heterocyclic framework of complex indole alkaloids by the choice of an appropriate silyloxydiene, so that subsequent derivatization of the alkaloid precursor at this position is rendered unnecessary.