(2-Cyclopenten-1-yloxy)(triisopropyl)silane | 137919-06-3

• 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: (2-Cyclopenten-1-yloxy)(triisopropyl)silane
• 英文别名: cyclopent-2-en-1-yloxy-tri(propan-2-yl)silane
• CAS: 137919-06-3
• 化学式: C₁₄H₂₈OSi
• 分子量: 240.461
• InChiKey: RUAYIUYNLKWRPS-UHFFFAOYSA-N

物化性质

• 沸点：
  256.8±29.0 °C(Predicted)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  5
• 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：

  (2-Cyclopenten-1-yloxy)(triisopropyl)silane 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 2-Triisopropylsilanyloxy-pentanedial
  参考文献：
  名称：

  Convenient preparation of bis-enones and bis-enoates from cycloalkenes

  摘要：

  DOI：

  10.1021/jo00122a066
• 作为产物：
  描述：

  2-环戊烯-1-醇 、 三异丙基硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以58%的产率得到(2-Cyclopenten-1-yloxy)(triisopropyl)silane
  参考文献：
  名称：

  The influence of remote heteroatom substituents on the stereoselectivity of cyclopentene ozonolysis

  摘要：

  The stereoselectivity for ozonide formation from cyclopentenes with allylic heteroatom substituents has been examined. Silyl ethers give high selectivity in favor of the exo-substituted ozonide, while esters of 2-cyclopentenol form ozonide mixtures with little stereoselection. Trapping experiments establish that fragmentation of the primary ozonides is highly regioselective to give only one of the isomeric omega-oxo carbonyl oxide intermediates and that the variation in final ozonide stereochemistry results from differing interactions between the remote substituent groups and the carbonyl oxide system during cyclization of this intermediate. The effect of substituent and solvent on ozonide stereochemistry suggests a dominant role for electrostatic repulsion between carbonyl oxide and the heteroatom substituent during intramolecular cycloaddition. A chair-like transition state is proposed for this process and is in accord with the increase in exo selectivity for derivatives of 2-methyl-2-cyclopentenol.

  DOI：

  10.1021/jo00028a059

文献信息

• Chemoselective oxidation of organozinc reagents with oxygen
  作者：Ingo Klement、Henning Lütjens、Paul Knochel

  DOI：10.1016/s0040-4020(97)00603-0

  日期：1997.7

  Functionalized organozinc compounds prepared by hydrozincation, carbozincation or by boron-zinc exchange can be directly oxidized in a selective manner to the corresponding functionalized alcohols or hydroperoxides depending on the reaction conditions.

  根据反应条件，通过加氢锌化，碳锌化或通过硼锌交换制得的官能化有机锌化合物可以选择性地直接氧化成相应的官能化醇或氢过氧化物。
• Novel compounds
  申请人：——

  公开号：US20030144267A1

  公开（公告）日：2003-07-31

  The invention provides compounds of general formula (I) wherein Q, R, R 2 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  这项发明提供了一般式（I）的化合物，其中Q、R、R2、R4、R5、R6、R7和R8如规范中所定义，以及它们的制备方法、含有它们的药物组合物以及它们在治疗中的用途。
• Compounds
  申请人：Hansen Peter

  公开号：US06951874B2

  公开（公告）日：2005-10-04

  The invention provides compounds of general formula (I) wherein Q, R, R 2 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy

  该发明提供了通式（I）的化合物，其中Q、R、R2、R4、R5、R6、R7和R8如规范中所定义，以及它们的制备过程、含有它们的药物组合物和它们在治疗中的应用。
• Hydroxyalkyl compounds
  申请人：Eriksson Tomas

  公开号：US06943188B2

  公开（公告）日：2005-09-13

  The invention provides compounds of general formula (I) wherein Q, R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了一般式（I）的化合物，其中Q，R，R2，R3，R4，R5，R6，R7和R8如规范中定义，以及它们的制备方法，含有它们的制药组合物以及它们在治疗中的用途。
• The influence of remote heteroatom substituents on the stereoselectivity of cyclopentene ozonolysis
  作者：William H. Bunnelle、Terry A. Isbell

  DOI：10.1021/jo00028a059

  日期：1992.1

  The stereoselectivity for ozonide formation from cyclopentenes with allylic heteroatom substituents has been examined. Silyl ethers give high selectivity in favor of the exo-substituted ozonide, while esters of 2-cyclopentenol form ozonide mixtures with little stereoselection. Trapping experiments establish that fragmentation of the primary ozonides is highly regioselective to give only one of the isomeric omega-oxo carbonyl oxide intermediates and that the variation in final ozonide stereochemistry results from differing interactions between the remote substituent groups and the carbonyl oxide system during cyclization of this intermediate. The effect of substituent and solvent on ozonide stereochemistry suggests a dominant role for electrostatic repulsion between carbonyl oxide and the heteroatom substituent during intramolecular cycloaddition. A chair-like transition state is proposed for this process and is in accord with the increase in exo selectivity for derivatives of 2-methyl-2-cyclopentenol.