N-(2-(9H-fluoren-2-yl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine | 1421692-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-(2-(9H-fluoren-2-yl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine
• CAS: 1421692-34-3
• 化学式: C₂₂H₂₇NSi
• 分子量: 333.549
• InChiKey: KNCZLPXVHSPUII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.34
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2-(9H-fluoren-2-yl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine 在 (Ra)-12-hydroxy-1,10-bis(2,4,6-triisopropylphenyl)-4,5,6,7-tetrahydrodiindeno[1,3,2]dioxaphosphocine 12-oxide 作用下， 以 甲醇 、 甲苯 、 正戊烷 为溶剂， 反应 24.0h， 以86%的产率得到
  参考文献：
  名称：

  Catalytic Asymmetric Protonation of Silyl Ketene Imines

  摘要：

  An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles.

  DOI：

  10.1021/ja312141b
• 作为产物：
  描述：

  2-(9H-fluoren-2-yl)propanenitrile 、 叔丁基二甲基氯硅烷 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.08h， 以92%的产率得到N-(2-(9H-fluoren-2-yl)prop-1-en-1-ylidene)-1-(tert-butyl)-1,1-dimethylsilanamine
  参考文献：
  名称：

  Catalytic Asymmetric Protonation of Silyl Ketene Imines

  摘要：

  An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles.

  DOI：

  10.1021/ja312141b

文献信息

• Catalytic Asymmetric Protonation of Silyl Ketene Imines
  作者：Joyram Guin、Georgy Varseev、Benjamin List

  DOI：10.1021/ja312141b

  日期：2013.2.13

  An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles.