allyloxychlorodiphenylsilane | 791810-66-7

• 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: allyloxychlorodiphenylsilane
• 英文别名: allyloxydiphenylchlorosilane；Chloro-diphenyl-prop-2-enoxysilane；chloro-diphenyl-prop-2-enoxysilane
• CAS: 791810-66-7
• 化学式: C₁₅H₁₅ClOSi
• 分子量: 274.822
• InChiKey: UOCCKSKXOBSQMI-UHFFFAOYSA-N

物化性质

• 沸点：
  130 °C(Press: 4 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  allyloxychlorodiphenylsilane 在 三乙胺 、 天然橡胶 作用下， 以 乙腈 为溶剂， 生成 (1R,3R,9R,12S)-13-Methyl-6,6,9-triphenyl-5,7-dioxa-10,13-diaza-6-sila-tricyclo[8.3.1.0^3,12]tetradecane-11,14-dione
  参考文献：
  名称：

  Tether-Mediated Stereocontrol in Intramolecular Azomethine Ylide Cycloadditions

  摘要：

  The computationally guided design of a silicon-based tether system for stereoselective intramolecular azomethine ylide cycloadditions is described.

  DOI：

  10.1021/jo00101a005
• 作为产物：
  描述：

  烯丙醇 、 二苯二氯硅烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 allyloxychlorodiphenylsilane
  参考文献：
  名称：

  Stereoselective Total Synthesis of (+)-Streptazolin by Using a Temporary Silicon-Tethered RCM Strategy

  摘要：

  [GRAPHICS]A stereoselective total synthesis of (+)-streptazolin 1 was accomplished starting from readily available aminocyclopentenol (-)-7. The synthetic sequence highlights an intramolecular aldol condensation strategy to construct the piperidine core and a silicon-tethered ring-closing metathesis strategy to install the Z exocyclic ethylidene side chain of streptazolin. Separate protodesilylation and Tamao oxidation of a common intermediate 32 afforded streptazolin and the precursor for 13-hydroxystreptazolin. The overall yield for (+)-streptazolin 1 from aminocyclopentenol (-)-7 was 4.8% for a total of 16 steps.

  DOI：

  10.1021/jo060555y

文献信息

• Synthetic studies on bradykinin antagonist martinellines: construction of a pyrrolo[3,2-c]quinoline skeleton using silicon-tether RCM reaction and allylic amination
  作者：Osamu Hara、Kazuhiko Sugimoto、Yasumasa Hamada

  DOI：10.1016/j.tet.2004.08.014

  日期：2004.10

  The pyrrolo[3,2-c]quinoline consisting of a core structure of martinellines, the first naturally occurring heterocycle, was prepared through silicon-tether ring-closing metathesis reaction and intramolecular allylic amination as key steps. (C) 2004 Elsevier Ltd. All rights reserved.
• Stereoselective Total Synthesis of (+)-Streptazolin by Using a Temporary Silicon-Tethered RCM Strategy
  作者：Fangzheng Li、Marvin J. Miller

  DOI：10.1021/jo060555y

  日期：2006.7.1

  [GRAPHICS]A stereoselective total synthesis of (+)-streptazolin 1 was accomplished starting from readily available aminocyclopentenol (-)-7. The synthetic sequence highlights an intramolecular aldol condensation strategy to construct the piperidine core and a silicon-tethered ring-closing metathesis strategy to install the Z exocyclic ethylidene side chain of streptazolin. Separate protodesilylation and Tamao oxidation of a common intermediate 32 afforded streptazolin and the precursor for 13-hydroxystreptazolin. The overall yield for (+)-streptazolin 1 from aminocyclopentenol (-)-7 was 4.8% for a total of 16 steps.
• Tether-Mediated Stereocontrol in Intramolecular Azomethine Ylide Cycloadditions
  作者：Philip P. Garner、Philip B. Cox、Stephen J. Klippenstein、Wiley J. Youngs、David B. McConville

  DOI：10.1021/jo00101a005

  日期：1994.11

  The computationally guided design of a silicon-based tether system for stereoselective intramolecular azomethine ylide cycloadditions is described.