trans-4-tert-butylcyclohexyl diazo(triethylsilyl)acetate | 588730-26-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trans-4-tert-butylcyclohexyl diazo(triethylsilyl)acetate
• CAS: 588730-26-1
• 化学式: C₁₈H₃₄N₂O₂Si
• 分子量: 338.566
• InChiKey: ALXDZMPJUQEEDA-SHTZXODSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  62.7
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trans-4-tert-butylcyclohexyl diazo(triethylsilyl)acetate 在 dirhodium tetraacetate 作用下， 以 苯 为溶剂， 反应 15.0h， 以34%的产率得到rel-(1R,3R,6R,9S)-3-tert-butyl-9-(triethylsilyl)-7-oxabicyclo[4.3.0]nonan-8-one
  参考文献：
  名称：

  Rhodium(II)-catalyzed enantioselective intramolecular CH insertion with alkyl diazo(trialkylsilyl) acetates

  摘要：

  The decomposition of cyclohexyl diazo(triethylsilyl)acetate 2a and the t-butyl derivatives 3a,b with [Rh-2{(S)-ntt}(4)] and similar chiral Rh(II)-catalysts proceeds in toluene at room temperature to produce silylated lactones in up to 90% yield. The reaction is highly stereoselective. Enantioselectivities of up to 79% have been observed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00208-8
• 作为产物：
  描述：

  三乙基硅基三氟甲磺酸酯 、 trans-4-tert-butylcyclohexyl 2-diazoacetate 在 N,N-二异丙基乙胺 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以88%的产率得到trans-4-tert-butylcyclohexyl diazo(triethylsilyl)acetate
  参考文献：
  名称：

  Rhodium(II)-catalyzed enantioselective intramolecular CH insertion with alkyl diazo(trialkylsilyl) acetates

  摘要：

  The decomposition of cyclohexyl diazo(triethylsilyl)acetate 2a and the t-butyl derivatives 3a,b with [Rh-2{(S)-ntt}(4)] and similar chiral Rh(II)-catalysts proceeds in toluene at room temperature to produce silylated lactones in up to 90% yield. The reaction is highly stereoselective. Enantioselectivities of up to 79% have been observed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00208-8

文献信息

• Rhodium(II)-catalyzed enantioselective intramolecular CH insertion with alkyl diazo(trialkylsilyl) acetates
  作者：Paul Müller、Fabienne Lacrampe、Gérald Bernardinelli

  DOI：10.1016/s0957-4166(03)00208-8

  日期：2003.6

  The decomposition of cyclohexyl diazo(triethylsilyl)acetate 2a and the t-butyl derivatives 3a,b with [Rh-2(S)-ntt}(4)] and similar chiral Rh(II)-catalysts proceeds in toluene at room temperature to produce silylated lactones in up to 90% yield. The reaction is highly stereoselective. Enantioselectivities of up to 79% have been observed. (C) 2003 Elsevier Science Ltd. All rights reserved.