(E)-5-methyl-3-[[(1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl]oxy]-1-tri(propan-2-yl)silylhept-5-en-1-yn-4-one | 944027-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (E)-5-methyl-3-[[(1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl]oxy]-1-tri(propan-2-yl)silylhept-5-en-1-yn-4-one
• CAS: 944027-52-5
• 化学式: C₂₇H₄₆O₃Si
• 分子量: 446.746
• InChiKey: JSBCCQPNTQJNTE-JCCDMZPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吗啉 、 (E)-5-methyl-3-[[(1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl]oxy]-1-tri(propan-2-yl)silylhept-5-en-1-yn-4-one 在 florisil 作用下， 以58%的产率得到
  参考文献：
  名称：

  Asymmetric Amine-Intercepted Nazarov Cyclization

  摘要：

  The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.

  DOI：

  10.1021/ja0718873
• 作为产物：
  描述：

  白樟油 在 四丁基硫酸氢铵 sodium hydroxide 、 正丁基锂 、 三氟甲磺酸 、 二异丁基氢化铝 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 12.0h， 生成 (E)-5-methyl-3-[[(1R,2R,5S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octan-2-yl]oxy]-1-tri(propan-2-yl)silylhept-5-en-1-yn-4-one
  参考文献：
  名称：

  Asymmetric Amine-Intercepted Nazarov Cyclization

  摘要：

  The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.

  DOI：

  10.1021/ja0718873

文献信息

• Asymmetric Amine-Intercepted Nazarov Cyclization
  作者：Francis Dhoro、Tor E. Kristensen、Vegar Stockmann、Glenn P. A. Yap、Marcus A. Tius

  DOI：10.1021/ja0718873

  日期：2007.6.13

  The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.