Quinoline,1,2,3,5,6,7,8,8a-octahydro-1-phenyl-2-(2,4,6-trimethylphenyl)-4-[(trimethylsilyl)oxy]-, cis- | 140860-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: Quinoline,1,2,3,5,6,7,8,8a-octahydro-1-phenyl-2-(2,4,6-trimethylphenyl)-4-[(trimethylsilyl)oxy]-, cis-
• 英文别名: (2R,8aS)-1-Phenyl-2-(2,4,6-trimethyl-phenyl)-4-trimethylsilanyloxy-1,2,3,5,6,7,8,8a-octahydro-quinoline
• CAS: 140860-91-9；140860-93-1
• 化学式: C₂₇H₃₇NOSi
• 分子量: 419.682
• InChiKey: UYBFVPLACVBDKP-LOSJGSFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  ((1-(cyclohex-1-en-1-yl)vinyl)oxy)trimethylsilane 、 (E)-N-(2,4,6-Trimethylphenylmethylene)benzenamine 在 叔丁基二甲硅基三氟甲磺酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 Quinoline,1,2,3,5,6,7,8,8a-octahydro-1-phenyl-2-(2,4,6-trimethylphenyl)-4-[(trimethylsilyl)oxy]-, cis- 、 Quinoline,1,2,3,5,6,7,8,8a-octahydro-1-phenyl-2-(2,4,6-trimethylphenyl)-4-[(trimethylsilyl)oxy]-, cis-
  参考文献：
  名称：

  High degree of exo selectivity in imino Diels-Alder reactions catalyzed by tert-butyldimethylsilyltriflate

  摘要：

  Diels-Alder reactions of silyloxydiene 1 derived from 1-acetylcyclohexene with imines 2b and 2c occur with high exo selectivity depending upon experimental conditions: exo cycloadducts 3b-c are exclusively formed under kinetic control using tert-butyldimethylsilyltriflate as catalyst. In the presence of AlCl3, under thermodynamic control, high endo selectivity is only observed with 2b.

  DOI：

  10.1016/s0040-4039(00)91597-1