3-(trimethylsilyl)-1-decene | 148807-65-2

• 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: 3-(trimethylsilyl)-1-decene
• 英文别名: Dec-1-en-3-yl(trimethyl)silane
• CAS: 148807-65-2
• 化学式: C₁₃H₂₈Si
• 分子量: 212.451
• InChiKey: PCXJXMCYLIIWIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  238.7±9.0 °C(Predicted)
• 密度：
  0.774±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  3-(tert-butyldiphenylsilyloxy)-1-propanal 、 3-(trimethylsilyl)-1-decene 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 3.08h， 以88.235%的产率得到
  参考文献：
  名称：

  TiCl4 mediated preparation of (E)-non-conjugated homoallylic alcohols with α-substituted allylsilanes

  摘要：

  The allylation of various aldehydes with alpha-substituted allylsilanes in the presence of TiCl4 has been investigated. It has been shown that these reagents readily allow for good yields and high to excellent diastereoselectivities (up to >20:1) for a series of aldehydes, thereby providing a means of preparing non-conjugated (E)-homoallylic alcohols in a single step. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.047
• 作为产物：
  描述：

  Ethyl 2-trimethylsilylnonanoate 在 正丁基锂 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.17h， 生成 3-(trimethylsilyl)-1-decene
  参考文献：
  名称：

  TiCl4 mediated preparation of (E)-non-conjugated homoallylic alcohols with α-substituted allylsilanes

  摘要：

  The allylation of various aldehydes with alpha-substituted allylsilanes in the presence of TiCl4 has been investigated. It has been shown that these reagents readily allow for good yields and high to excellent diastereoselectivities (up to >20:1) for a series of aldehydes, thereby providing a means of preparing non-conjugated (E)-homoallylic alcohols in a single step. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.047

文献信息

• Synthesis of (+)-piclavines A1 and A2
  作者：Helena McAlonan、Deirdre Potts、Paul J Stevenson、Norris Thompson

  DOI：10.1016/s0040-4039(00)00868-6

  日期：2000.7

  Piclavines A1 and A2 have been synthesised for the first time. The route is short with the key step being the reaction of a bicyclic N-acyl iminium ion with 3-trimethysilyl-1-decene. This convergent strategy gave exclusively compounds in which the pendant decenyl group was axial, as a 6:1 mixture of E:Z-alkene diastereoisomers. Reduction of the lactam carbonyl group gave a 6:1 mixture of piclavines A1 and

  Piclavines A1和A2首次合成。该路线很短，关键步骤是双环N-酰基亚胺鎓离子与3-三甲基甲硅烷基-1-癸烯的反应。这种收敛策略仅给出了其中的烯基侧链为轴向的化合物，为E：Z-烯烃非对映异构体的6：1混合物。内酰胺羰基的还原得到了苦瓜树A1和A​​2的6∶1混合物。
• Palladium-catalyzed silylation of allylic acetates with hexamethyldisilane or (trimethylsilyl)tributylstannane
  作者：Yasushi Tsuji、Satoshi Kajita、Shinya Isobe、Masahiro Funato

  DOI：10.1021/jo00066a005

  日期：1993.7

  Various allylic acetates (1a-j) are silylated with hexamethyldisilane (Me3SiSiMe3, 2) in the presence of a catalytic amount of Pd(DBA)2 and LiCl at 100-degrees-C to afford the corresponding allylic silanes in high yields. In addition, (trimethylsilyl)tributylstannane (Me3SiSnBu3, 3) can be used for the silylation of aromatic allylic acetates 1g-j at room temperature.
• Regioselection in the alkylation of trimethylsilylallyl anion - stereoselective synthesis of disubstituted alkenes
  作者：K. Koumaglo、T.H. Chan

  DOI：10.1016/s0040-4039(01)80008-3

  日期：1984.1
• Tsuji Yasushi, Kajita Satoshi, Isobe Shinya, Funato Masahiro, J. Org. Chem., 58 (1993) N 14, S 3607-3608
  作者：Tsuji Yasushi, Kajita Satoshi, Isobe Shinya, Funato Masahiro

  DOI：——

  日期：——
• KOUMAGLO, K.;CHAN, T. H., TETRAHEDRON LETT., 1984, 25, N 7, 717-720
  作者：KOUMAGLO, K.、CHAN, T. H.

  DOI：——

  日期：——