3-(tert-butyldimethylsiloxy)-1-(trimethylsilyl)-4-penten-1-yne | 538373-91-0

• 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-(tert-butyldimethylsiloxy)-1-(trimethylsilyl)-4-penten-1-yne
• 英文别名: tert-butyldimethyl(5-(trimethylsilyl)pent-1-en-4-yn-3-yloxy)silane；Tert-butyl-dimethyl-(5-trimethylsilylpent-1-en-4-yn-3-yloxy)silane
• CAS: 538373-91-0
• 化学式: C₁₄H₂₈OSi₂
• 分子量: 268.547
• InChiKey: ICCNJEQERIVTCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  3-(tert-butyldimethylsiloxy)-1-(trimethylsilyl)-4-penten-1-yne 在 氢氧化钾 、 甲基溴化镁 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 52.67h， 生成 3-(tert-butyldimethylsiloxy)-octa-1,7-dien-4-yne
  参考文献：
  名称：

  A General Approach to Medium Ring Alkynes by Using Metathesis of Cobalt Hexacarbonyl Containing Dienes

  摘要：

  The assembly of medium sized rings (7-9) was achieved by using the metathesis of dienes linked by a cobalt hexacarbonyl complexed alkyne with either Grubbs' or Schrock's catalysts. The products of metathesis were subjected to transformations involving the dicobalt hexacarbonyl complexes, for example, decomplexation to liberate cyclic alkynes or Pauson-Khand reaction.

  DOI：

  10.1021/jo030011l
• 作为产物：
  描述：

  3-三甲基甲硅烷基丙炔醛 在 咪唑 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 3-(tert-butyldimethylsiloxy)-1-(trimethylsilyl)-4-penten-1-yne
  参考文献：
  名称：

  A General Approach to Medium Ring Alkynes by Using Metathesis of Cobalt Hexacarbonyl Containing Dienes

  摘要：

  The assembly of medium sized rings (7-9) was achieved by using the metathesis of dienes linked by a cobalt hexacarbonyl complexed alkyne with either Grubbs' or Schrock's catalysts. The products of metathesis were subjected to transformations involving the dicobalt hexacarbonyl complexes, for example, decomplexation to liberate cyclic alkynes or Pauson-Khand reaction.

  DOI：

  10.1021/jo030011l

文献信息

• Simultaneous Synthesis of Both Rings of Chromenes via a Benzannulation/<i>o</i>-Quinone Methide Formation/Electrocyclization Cascade
  作者：Nilanjana Majumdar、Keith A. Korthals、William D. Wulff

  DOI：10.1021/ja210655g

  日期：2012.1.18

  A new route to the chromene ring system has been developed which involves the reaction of an α,β-unsaturated Fischer carbene complex of chromium with a propargyl ether bearing an alkenyl group on the propargylic carbon. This transformation involves a cascade of reactions that begins with a benzannulation reaction and is followed by the formation of an o-quinone methide, and finally results in the emergence

  开发了一种色烯环体系的新路线，该路线涉及铬的α,β-不饱和费歇尔卡宾络合物与在炔丙碳上带有烯基的炔丙醚的反应。这种转化涉及一系列反应，从苯并环化反应开始，然后形成邻醌甲基化物，最后在电环化时产生色烯。通过使用芳基卡宾络合物，该反应被扩展以提供通路。这是色烯的首次合成，其中色烯系统的两个环均在一步中生成，并在 lapachenole 和维生素 E 的合成中得到突出体现。
• Synthesis of the Landomycinone Skeleton
  作者：Xavier Bugaut、Xavier Guinchard、Emmanuel Roulland

  DOI：10.1021/jo1018377

  日期：2010.12.3

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.