(Z)-1-trimethylsilyl-4-vinyloxybut-1-ene | 1314510-02-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: (Z)-1-trimethylsilyl-4-vinyloxybut-1-ene
• CAS: 1314510-02-5
• 化学式: C₉H₁₈OSi
• 分子量: 170.327
• InChiKey: VWNSOJGXIHSRRH-CLFYSBASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-1-trimethylsilyl-4-vinyloxybut-1-ene 、 正己醛 在 四氯化钛 、 水 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以48%的产率得到1-(5,6-dihydro-2H-pyran-2-yl)heptan-2-ol
  参考文献：
  名称：

  On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet

  摘要：

  While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reaction of homoallylic alcohols, and two new modifications of the reaction: the triflate-trapped Prins adduct and the Mukaiyama-Aldol-silyl-Prins reaction. Two of these methods are employed in two complementary total syntheses of the important perfumery compound, (+/-)-Civet. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.019
• 作为产物：
  描述：

  (Z)-4-trimethylsilyl-3-buten-1-ol 、 乙烯基乙醚 在 mercury(II) diacetate 作用下， 反应 48.0h， 以96%的产率得到(Z)-1-trimethylsilyl-4-vinyloxybut-1-ene
  参考文献：
  名称：

  On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet

  摘要：

  While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reaction of homoallylic alcohols, and two new modifications of the reaction: the triflate-trapped Prins adduct and the Mukaiyama-Aldol-silyl-Prins reaction. Two of these methods are employed in two complementary total syntheses of the important perfumery compound, (+/-)-Civet. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.019