1-(n-buthoxymethyl-2-propenyl)piperidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(n-buthoxymethyl-2-propenyl)piperidine
• 英文别名: 1-(1-Butoxybut-3-en-2-yl)piperidine；1-(1-butoxybut-3-en-2-yl)piperidine
• 化学式: C₁₃H₂₅NO
• 分子量: 211.348
• InChiKey: ASVKWFDSOBYCFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-2-butoxyl-2-butene-1-ol 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 亚磷酸三苯酯 作用下， 反应 4.0h， 生成 1-(n-buthoxymethyl-2-propenyl)piperidine
  参考文献：
  名称：

  Complete Retention of Z Geometry in Allylic Substitution Catalyzed by an Iridium Complex

  摘要：

  [GRAPHICS]The Z geometry of methyl (Z)-3-monosubstituted-2-alkenyl carbonate was completely retained in iridium complex-catalyzed allylic amination. The reaction of methyl (Z)-2-nonenyl carbonate with piperidine in the presence of a catalytic amount of [Ir(COD)Cl](2) and P(OPh)(3) at 50 degrees C for 2 h gave a 98:2 mixture of (Z)-1-(2-nonenyl)piperidine and 1-(1-n-hexyl-2-propenyl)piperidine in 86% yield, No E isomer was obtained. Various (Z) allylic amines were obtained in 91-100% selectivity by allylic amination of methyl (Z) 3-monosubstituted-2-alkenyl carbonate.

  DOI：

  10.1021/ol990033n

文献信息

• Complete Retention of <i>Z</i> Geometry in Allylic Substitution Catalyzed by an Iridium Complex
  作者：Ryo Takeuchi、Norihito Shiga

  DOI：10.1021/ol990033n

  日期：1999.7.1

  [GRAPHICS]The Z geometry of methyl (Z)-3-monosubstituted-2-alkenyl carbonate was completely retained in iridium complex-catalyzed allylic amination. The reaction of methyl (Z)-2-nonenyl carbonate with piperidine in the presence of a catalytic amount of [Ir(COD)Cl](2) and P(OPh)(3) at 50 degrees C for 2 h gave a 98:2 mixture of (Z)-1-(2-nonenyl)piperidine and 1-(1-n-hexyl-2-propenyl)piperidine in 86% yield, No E isomer was obtained. Various (Z) allylic amines were obtained in 91-100% selectivity by allylic amination of methyl (Z) 3-monosubstituted-2-alkenyl carbonate.