1,2-Bis(trimethylsiloxy)-3,3,4,4-tetramethyl-cyclobuten-(1) | 20428-07-3

• 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: 1,2-Bis(trimethylsiloxy)-3,3,4,4-tetramethyl-cyclobuten-(1)
• 英文别名: Trimethyl-(3,3,4,4-tetramethyl-2-trimethylsilyloxycyclobuten-1-yl)oxysilane
• CAS: 20428-07-3
• 化学式: C₁₄H₃₀O₂Si₂
• 分子量: 286.562
• InChiKey: VQJJTNFPMLQSQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-Bis(trimethylsiloxy)-3,3,4,4-tetramethyl-cyclobuten-(1) 生成 1-Hydroxy-2,2,3,3-tetramethylcyclopropan-1-carbonsaeure
  参考文献：
  名称：

  Heine,H.-G.; Wendisch,D., Justus Liebigs Annalen der Chemie, 1976, p. 463 - 475

  摘要：

  DOI：
• 作为产物：
  描述：

  diethyl 2,2,3,3-tetramethylsuccinate 、 三甲基氯硅烷 以70%的产率得到
  参考文献：
  名称：

  HUARD, CECILE;LERIVEREND, PIERRE, SULFUR LETT., 9,(1989) N, C. 129-134

  摘要：

  DOI：

文献信息

• Geminal Acylation with Methyl-Substituted Analogues of 1,2-Bis[(trimethylsilyl)oxy]cyclobutene
  作者：Sheldon N. Crane、Tracy J. Jenkins、D. Jean Burnell

  DOI：10.1021/jo971055v

  日期：1997.12.1

  BF3 . Et2O-catalyzed geminal acylation of ketones and acetals with 3-methyl-1,2-bis[(trimethylsilyl)oxy)]cyclobutene (3) provided methylcyclopentanediones in yields that ranged from 40 to 94%. The best substrates were unhindered cyclohexanones. With acetals, stereochemical preferences in the initial Mukaiyama-like aldol step giving cyclobutanones translated into the stereochemistry of the ultimate cyclopentanedione products. With ketones, equilibration of the initial cyclobutanone compounds resulted in cyclopentanedione products with a different stereochemical preference. The gem-dimethylcyclobutene reagent 4 reacted with ketones to give gem-dimethylcyclopentanediones in modest yield. The process was much more stereochemically efficient than the reaction with 3. Rearrangement from the initial cyclobutanone compound was partially diverted toward air-sensitive 3-furanone compounds and ring-opened 1,2-diones. Only furanones (e.g., 52 and 53) were isolated from reactions with the tetramethylcyclobutene 51.
• Barnier,J.-P.; Conia,J.-M., Bulletin de la Societe Chimique de France, 1976, p. 281 - 284
  作者：Barnier,J.-P.、Conia,J.-M.

  DOI：——

  日期：——
• Verheijdt, Paul L.; Cerfontain, Hans, Journal of the Chemical Society. Perkin transactions II, 1982, p. 1541 - 1548
  作者：Verheijdt, Paul L.、Cerfontain, Hans

  DOI：——

  日期：——
• HUARD, CECILE;LERIVEREND, PIERRE, SULFUR LETT., 9,(1989) N, C. 129-134
  作者：HUARD, CECILE、LERIVEREND, PIERRE

  DOI：——

  日期：——
• Heine,H.-G.; Wendisch,D., Justus Liebigs Annalen der Chemie, 1976, p. 463 - 475
  作者：Heine,H.-G.、Wendisch,D.

  DOI：——

  日期：——