[(E)-2-cyclohexyl-1-trimethylsilylethenoxy]-trimethylsilane | 482662-10-2

• 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: [(E)-2-cyclohexyl-1-trimethylsilylethenoxy]-trimethylsilane
• CAS: 482662-10-2
• 化学式: C₁₄H₃₀OSi₂
• 分子量: 270.563
• InChiKey: LRQKBHXCCAUIKJ-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  β-苯丙醛二甲缩醛 、 [(E)-2-cyclohexyl-1-trimethylsilylethenoxy]-trimethylsilane 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-cyclohexyl-3-methoxy-4-phenyl-1-trimethylsilyl-1-pentanone 、 2-cyclohexyl-3-methoxy-4-phenyl-1-trimethylsilyl-1-pentanone
  参考文献：
  名称：

  Diastereoselective aldol condensation of acylsilane silyl enol ethers with acetals

  摘要：

  Treatment of E- or Z-acylsilane silyl enol ethers derived from acylsilanes having an enolizable methylene proton with a mixture of aromatic aldehyde dimethyl acetals and TiCl4 in dichloromethane gives the corresponding 2,3-anti-3-methoxyacylsilanes in high d.e., independent of the geometry of double bond in acylsilane silyl enol ethers. On the other hand, E-acylsilane silyl enol ethers react with acetals of aliphatic aldehydes to afford the corresponding aldol adducts with syn-selectivity, while the reaction of Z-isomers provides the products with anti-selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00787-1
• 作为产物：
  描述：

  三甲基氯硅烷 、 2-cyclohexyl-1-trimethylsilylethanone 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 为溶剂， 生成 [(E)-2-cyclohexyl-1-trimethylsilylethenoxy]-trimethylsilane
  参考文献：
  名称：

  Diastereoselective aldol condensation of acylsilane silyl enol ethers with acetals

  摘要：

  Treatment of E- or Z-acylsilane silyl enol ethers derived from acylsilanes having an enolizable methylene proton with a mixture of aromatic aldehyde dimethyl acetals and TiCl4 in dichloromethane gives the corresponding 2,3-anti-3-methoxyacylsilanes in high d.e., independent of the geometry of double bond in acylsilane silyl enol ethers. On the other hand, E-acylsilane silyl enol ethers react with acetals of aliphatic aldehydes to afford the corresponding aldol adducts with syn-selectivity, while the reaction of Z-isomers provides the products with anti-selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00787-1

文献信息

• Diastereoselective aldol condensation of acylsilane silyl enol ethers with acetals
  作者：Mitsunori Honda、Wataru Oguchi、Masahito Segi、Tadashi Nakajima

  DOI：10.1016/s0040-4020(02)00787-1

  日期：2002.8

  Treatment of E- or Z-acylsilane silyl enol ethers derived from acylsilanes having an enolizable methylene proton with a mixture of aromatic aldehyde dimethyl acetals and TiCl4 in dichloromethane gives the corresponding 2,3-anti-3-methoxyacylsilanes in high d.e., independent of the geometry of double bond in acylsilane silyl enol ethers. On the other hand, E-acylsilane silyl enol ethers react with acetals of aliphatic aldehydes to afford the corresponding aldol adducts with syn-selectivity, while the reaction of Z-isomers provides the products with anti-selectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.