(R)-(-)-3-benzyloxycarbonylaminoocta-1,7-diene | 927837-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-(-)-3-benzyloxycarbonylaminoocta-1,7-diene
• 英文别名: benzyl N-[(3R)-octa-1,7-dien-3-yl]carbamate
• CAS: 927837-63-6
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: MUBFIDHOWGPHDR-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(-)-3-benzyloxycarbonylaminoocta-1,7-diene 、 mercury(II) trifluoroacetate 、 potassium bromide 以 硝基甲烷 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Iridium(I)-Catalyzed Regio- and Enantioselective Decarboxylative Allylic Amidation of Substituted Allyl Benzyl Imidodicarbonates

  摘要：

  The first Ir(I)-catalyzed decarboxylative allylic amidation of allyl benzyl imidodicarbonates is described. The reaction requires Ir(I), chiral phosphoramidite ligand, and DBU as well as proton sponge, and proceeds with excellent regio- and enantioselectivities to afford the branched 1-(aryl/alkyl)-1-benzyloxycarbonylaminoprop-2-ene in good to excellent yields. The scope, mechanism, and synthetic applications of the developed catalytic reaction are discussed.

  DOI：

  10.1021/ja067966g
• 作为产物：
  描述：

  benzyl trans-octa-2,7-dienyl imidodicarbonate 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 chiral phosphoramidite ligand 1,8-双二甲氨基萘 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 、 (R)-(-)-3-benzyloxycarbonylaminoocta-1,7-diene 、 benzyl N-[(2E)-octa-2,7-dienyl]carbamate
  参考文献：
  名称：

  Iridium(I)-Catalyzed Regio- and Enantioselective Decarboxylative Allylic Amidation of Substituted Allyl Benzyl Imidodicarbonates

  摘要：

  The first Ir(I)-catalyzed decarboxylative allylic amidation of allyl benzyl imidodicarbonates is described. The reaction requires Ir(I), chiral phosphoramidite ligand, and DBU as well as proton sponge, and proceeds with excellent regio- and enantioselectivities to afford the branched 1-(aryl/alkyl)-1-benzyloxycarbonylaminoprop-2-ene in good to excellent yields. The scope, mechanism, and synthetic applications of the developed catalytic reaction are discussed.

  DOI：

  10.1021/ja067966g

文献信息

• Iridium(I)-Catalyzed Regio- and Enantioselective Decarboxylative Allylic Amidation of Substituted Allyl Benzyl Imidodicarbonates
  作者：Om V. Singh、Hyunsoo Han

  DOI：10.1021/ja067966g

  日期：2007.1.1

  The first Ir(I)-catalyzed decarboxylative allylic amidation of allyl benzyl imidodicarbonates is described. The reaction requires Ir(I), chiral phosphoramidite ligand, and DBU as well as proton sponge, and proceeds with excellent regio- and enantioselectivities to afford the branched 1-(aryl/alkyl)-1-benzyloxycarbonylaminoprop-2-ene in good to excellent yields. The scope, mechanism, and synthetic applications of the developed catalytic reaction are discussed.