1-(trimethylsilyl)-3-phenyl-2-pentene | 135121-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(trimethylsilyl)-3-phenyl-2-pentene
• 英文别名: (E)-trimethyl(4-phenylpent-2-enyl)silane；trimethyl-[(E)-4-phenylpent-2-enyl]silane
• CAS: 135121-06-1
• 化学式: C₁₄H₂₂Si
• 分子量: 218.414
• InChiKey: JWERIJJDXLZTLL-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  氯磺酰异氰酸酯 、 1-(trimethylsilyl)-3-phenyl-2-pentene 在 碳酸氢钠 、 sodium sulfite 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以46%的产率得到(3S,4R)-3-(1-Phenyl-ethyl)-4-trimethylsilanylmethyl-azetidin-2-one
  参考文献：
  名称：

  Synthetic approaches towards 4-(silylmethyl)-2-azetidinones

  摘要：

  Differently substituted 4-(silylmethyl)-2-azetidinones were prepared starting form the corresponding 4-acetoxy-2-azetidinones with silylmethylmagnesium chlorides. The same kind of beta-lactams were synthesized ''via'' cycloaddition of allylsilanes and chlorosulfonyl isocyanate (CSI).

  DOI：

  10.1016/s0040-4039(00)79698-5
• 作为产物：
  描述：

  甲基锂 、 (E)-4-phenyl-1-trimethylsilanyl-3-buten-2-ol 在 copper(l) iodide 、 甲基锂 、 N,N-Methylphenylaminotributylphosphonium 作用下， 生成 1-(trimethylsilyl)-3-phenyl-2-pentene
  参考文献：
  名称：

  Regio- and stereoselective synthesis of allylsilanes using (methylphenylamino) tributylphosphonium iodine

  摘要：

  DOI：

  10.1016/s0040-4039(00)86888-4

文献信息

• Thiophilic allylation of dithioesters and trithiocarbonates
  作者：Antonella Capperucci、Alessandro Degl'Innocenti、M.Cristiana Ferrara、Bianca F. Bonini、Germana Mazzanti、Paolo Zani、Alfredo Ricci

  DOI：10.1016/0040-4039(94)88190-1

  日期：1994.1

  Reaction of dithioesters and trithiocarbonates with silylated nucleophiles under fluoride ion conditions affords a novel example of silyl mediated regiochemical control in the thiophilic functionalization.

  二硫代酸酯和三硫代碳酸酯与甲硅烷基化的亲核试剂在氟离子条件下的反应提供了甲硅烷基介导的亲硫基官能化区域化学控制的新实例。
• Acyclic stereoselection in the reaction of chiral allylsilanes with electrophiles
  作者：Cristina Nativi、Giovanni Palio、Maurizio Taddei

  DOI：10.1016/s0040-4039(00)74278-x

  日期：1991.3

  The presence of a stereocenter close to the double bond of an allylsilane has an influence on the stereochemistry of the reaction with electrophiles. The stereoselectivity follows the rule of electrophilic attack on a trigonal carbon adjacent to a stereogenic center proposed by Houk. From chiral allylsilanes and achiral aldehydes it is possible to prepare homo allyl alcohols with three stereocenters

  接近烯丙基硅烷的双键的立体中心的存在对与亲电试剂的反应的立体化学有影响。立体选择性遵循与Houk提出的与立构中心相邻的三角碳的亲电进攻的规律。由手性烯丙基硅烷和非手性醛可以制备具有三个立体中心且立体选择性良好的均烯丙醇。
• Synthesis of Enantiomerically Enriched Amino Sulfide Building Blocks from Acyclic Chiral Amino Allylsilanes
  作者：Gianna Reginato、Bernardo Pezzati、Andrea Ienco、Gabriele Manca、Andrea Rossin、Alessandro Mordini

  DOI：10.1021/jo2010878

  日期：2011.9.16

  An efficient synthesis of various protected syn-beta-sulfenyl amides is described. These are prepared from the corresponding enantiopure amino allylsilanes which are in turn obtained from naturally occurring amino acids. The key step for introduction of the sulfur substituent is a diastereoselective electrophilic sulfodesilylation which is carried out with phthalimidesulfenyl chloride. The resulting homochiral beta-phthalimidesulfenyl amines with an allylic sulforated stereogenic center are useful building blocks, as they represent a starting point for subsequent functional manipulations.
• TANIGAWA, YOSHIO;FUSE, YOSHIHIDE;MURAHASHI, SHUN-ICHI, TETRAHEDRON LETT., 1982, 23, N 5, 557-560
  作者：TANIGAWA, YOSHIO、FUSE, YOSHIHIDE、MURAHASHI, SHUN-ICHI

  DOI：——

  日期：——
• TSUKAMOTO, MASAMITSU;IIO, HIDEO;TOKOROYAMA, TAKASHI, TETRAHEDRON LETT., 1985, 26, N 37, 4471-4474
  作者：TSUKAMOTO, MASAMITSU、IIO, HIDEO、TOKOROYAMA, TAKASHI

  DOI：——

  日期：——