N-(1-phenyl-3-butenyl)isobutylamine | 131196-29-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(1-phenyl-3-butenyl)isobutylamine
• 英文别名: N-(2-methylpropyl)-1-phenylbut-3-en-1-amine
• CAS: 131196-29-7
• 化学式: C₁₄H₂₁N
• 分子量: 203.327
• InChiKey: MPUHGPGWEIXBJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  烯丙基硼酸频哪醇酯 在 正丁基锂 作用下， 生成 N-(1-phenyl-3-butenyl)isobutylamine
  参考文献：
  名称：

  The addition of .gamma.-(trimethylsilyl)allylboronates to imines

  摘要：

  The addition of gamma-(trimethylsilyl)allylboronates to imines is described and compared with the addition of simple allylboronates to imines. The addition of gamma-(trimethylsilyl)allylboronates to imines is found to be more efficient than the addition of simple allylboronates to imines. The stereoselectivity is dependant upon the nature of the imine; imines derived from aromatic aldehydes give anti products and imines derived from aliphatic aldehydes give syn products. Proof of stereochemistry was established by conversion of the anti and syn derivatives to their respective Z- and E-dienes by a methylation/E-2 elimination process. With alpha-alkoxy aldehydes the reaction proceeds with excellent selectivity giving the product of Felkin-Ahn addition.

  DOI：

  10.1021/jo00001a067

文献信息

• Indium mediated Barbier-type allylation of aldimines in alcoholic solvents
  作者：Tirayut Vilaivan、Chutima Winotapan、Tetsuro Shinada、Yasufumi Ohfune

  DOI：10.1016/s0040-4039(01)01977-3

  日期：2001.12

  Barbier-type allylation of unactivated aldimines with allyl bromides in the presence of indium powder took place rapidly in alcoholic solvents to give homoallylic amines in fair to good yields.

  在铟粉存在下，未活化的亚胺与烯丙基溴的Barbier型烯丙基化反应在醇类溶剂中迅速发生，从而以均等到良好的收率得到均烯丙基胺。