tert-Butyl-dimethyl-(1-methyl-6-trityloxy-oct-7-en-2-ynyloxy)-silane | 195534-85-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: tert-Butyl-dimethyl-(1-methyl-6-trityloxy-oct-7-en-2-ynyloxy)-silane
• CAS: 195534-85-1
• 化学式: C₃₄H₄₂O₂Si
• 分子量: 510.792
• InChiKey: IBKWYMRHKNVGEA-UHFFFAOYSA-N

物化性质

• 沸点：
  553.2±50.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.74
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  苯硅烷 、 tert-Butyl-dimethyl-(1-methyl-6-trityloxy-oct-7-en-2-ynyloxy)-silane 在 (C₃Me₅)2YCH₃*THF 作用下， 以 环己烷 为溶剂， 反应 2.0h， 以83%的产率得到(1R^*,2R^*,2'R^*/S^*,3E)-3-{2'-[(tert-butyldimethylsilyl)oxy]propylene}-2-[(phenylsilyl)methyl]-1-[(triphenylmethyl)oxy]cyclopentane
  参考文献：
  名称：

  Sequential Cyclization/Silylation of Enynes Catalyzed by an Organoyttrium Complex

  摘要：

  The organoyttrium complex Cp*2YCH3.THF (Cp* = C5Me5) has been shown to be an effective precatalyst for the selective sequential cyclization/silylation of 1,6- and 1,7-enynes.. The catalyst's ability to insert the alkyne in preference to the alkene in a regioselective manner, combined with the high diastereoselectivity of the insertion process, yields a product with only one stereochemistry about the exocyclic olefin. The reaction proceeds under extremely mild conditions with short reaction times. Cyclization of enynes functionalized in the allylic position affords silylated carbocycles with high diastereoselectivities and excellent yields.

  DOI：

  10.1021/ja971538g
• 作为产物：
  描述：

  5-((tert-butyldimethylsilyl)oxy)pent-1-en-3-ol 在 四丁基氟化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 生成 tert-Butyl-dimethyl-(1-methyl-6-trityloxy-oct-7-en-2-ynyloxy)-silane
  参考文献：
  名称：

  Sequential Cyclization/Silylation of Enynes Catalyzed by an Organoyttrium Complex

  摘要：

  The organoyttrium complex Cp*2YCH3.THF (Cp* = C5Me5) has been shown to be an effective precatalyst for the selective sequential cyclization/silylation of 1,6- and 1,7-enynes.. The catalyst's ability to insert the alkyne in preference to the alkene in a regioselective manner, combined with the high diastereoselectivity of the insertion process, yields a product with only one stereochemistry about the exocyclic olefin. The reaction proceeds under extremely mild conditions with short reaction times. Cyclization of enynes functionalized in the allylic position affords silylated carbocycles with high diastereoselectivities and excellent yields.

  DOI：

  10.1021/ja971538g